AR083360A1 - Metodo para la preparacion de acido (3s,3s’) 4,4’-disulfanodiilbis-(3-aminobutano-1-sulfonico) y su trihidrato cristalino - Google Patents

Metodo para la preparacion de acido (3s,3s’) 4,4’-disulfanodiilbis-(3-aminobutano-1-sulfonico) y su trihidrato cristalino

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Publication number
AR083360A1
AR083360A1 ARP110103726A ARP110103726A AR083360A1 AR 083360 A1 AR083360 A1 AR 083360A1 AR P110103726 A ARP110103726 A AR P110103726A AR P110103726 A ARP110103726 A AR P110103726A AR 083360 A1 AR083360 A1 AR 083360A1
Authority
AR
Argentina
Prior art keywords
disulfanodiylbis
give
sulfonic acid
acid
neopentyloxysulfonyl
Prior art date
Application number
ARP110103726A
Other languages
English (en)
Inventor
Yohann Cartigny
Marie Petit
Fabrice Nolle-Balavoine
Jonathan Madec
Jean Schneider
Gerard Marie-Coquerel
Nicolas Couvrat
Original Assignee
Quantum Genomics
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Quantum Genomics filed Critical Quantum Genomics
Publication of AR083360A1 publication Critical patent/AR083360A1/es

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/64Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton
    • C07C323/66Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton containing sulfur atoms of sulfo, esterified sulfo or halosulfonyl groups, bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/02Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C309/13Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/14Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton containing amino groups bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/22Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/22Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/22Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides
    • C07C319/24Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides by reactions involving the formation of sulfur-to-sulfur bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C321/00Thiols, sulfides, hydropolysulfides or polysulfides
    • C07C321/12Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms
    • C07C321/14Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13Crystalline forms, e.g. polymorphs

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Método para la preparación de ácido (3S,3S’) 4,4’-disulfanodiilbis-(3-aminobutano-1-sulfónico) en cinco pasos a partir de (S) 2-(benciloxicarbonil amino)-4-(neopentiloxisulfonil)butanoato de etilo A.Reivindicación 1: Un proceso para preparar ácido (3S,3S’) 4,4’-disulfanodiilbis-(3-aminobutano-1-sulfónico) a partir de (S) 2-(benciloxicarbonilamino)-4-(neopentiloxisulfonil)butanoato de etilo A caracterizado porque comprende los pasos de: (a) reducir el éster etílico de A para dar el (S) 3-(benciloxicarbonilamino)-4-hidroxibutano-1-sulfonato de neopentilo B; (b) hacer reaccionar el alcohol B con anhídrido metansulfónico o cloruro de metanosulfonilo en presencia de una base para dar el (S) 3-(benciloxicarbonil amino)-4-(metilsulfoniloxi)butano-1-sulfonato de neopentilo C; (c) hacer reaccionar el alcohol mesilado C con tioacetato de potasio para dar el (S) tioacetato de 2-(benciloxicarbonilamino)-4-(neopentiloxisulfonil)butilo, (d) dimerizar D para dar el (3S,3S’) 4,4’-disulfanodiilbis (3-(benciloxicarbonil amino) butano-1-sulfonato) de neopentilo E; y (e) desproteger los grupos éster sulfónico y amina de E para dar el ácido (3S,3S’) 4,4’-disulfanodiilbis-(3-aminobutano-1-sulfónico). Reivindicación 18: El trihidrato cristalino del ácido (3S,3S’) 4,4’-disulfanodiilbis-(3-amino butano-1-sulfónico) caracterizado porque presenta esencialmente las siguientes propiedades de difracción de rayos X:
ARP110103726A 2010-10-07 2011-10-11 Metodo para la preparacion de acido (3s,3s’) 4,4’-disulfanodiilbis-(3-aminobutano-1-sulfonico) y su trihidrato cristalino AR083360A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP10306099A EP2439192A1 (en) 2010-10-07 2010-10-07 Method for the preparation of (3S,3S') 4,4'-disulfanediylbis (3-aminobutane 1-sulfonic acid)

Publications (1)

Publication Number Publication Date
AR083360A1 true AR083360A1 (es) 2013-02-21

Family

ID=43558332

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP110103726A AR083360A1 (es) 2010-10-07 2011-10-11 Metodo para la preparacion de acido (3s,3s’) 4,4’-disulfanodiilbis-(3-aminobutano-1-sulfonico) y su trihidrato cristalino

Country Status (25)

Country Link
US (2) US9187418B2 (es)
EP (3) EP2439192A1 (es)
JP (1) JP5921556B2 (es)
KR (2) KR101893894B1 (es)
CN (1) CN103228624B (es)
AR (1) AR083360A1 (es)
AU (1) AU2011311483B2 (es)
BR (2) BR112013008404B1 (es)
CA (2) CA2813834C (es)
CY (2) CY1120859T1 (es)
DK (2) DK3395796T3 (es)
EA (1) EA021612B1 (es)
ES (2) ES2903434T3 (es)
HR (2) HRP20220031T1 (es)
HU (2) HUE040484T2 (es)
IL (1) IL225557A (es)
LT (2) LT3395796T (es)
MX (1) MX2013003863A (es)
NZ (1) NZ608971A (es)
PL (2) PL2625163T3 (es)
PT (2) PT3395796T (es)
RS (2) RS57670B1 (es)
SI (2) SI2625163T1 (es)
TW (1) TWI532710B (es)
WO (1) WO2012045849A1 (es)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2439192A1 (en) 2010-10-07 2012-04-11 Quantum Genomics Method for the preparation of (3S,3S') 4,4'-disulfanediylbis (3-aminobutane 1-sulfonic acid)
EP2722327A1 (en) 2012-10-22 2014-04-23 Quantum Genomics Crystalline phase of (3S,3S') 4,4'-disulfanediylbis (3-aminobutane 1-sulfonic acid) with L-lysine
US10501426B1 (en) 2019-01-11 2019-12-10 King Saud University Synthesis of thiazole derivative as anticancer and anti-antibiotics resistant bacteria agent
TW202100146A (zh) 2019-03-11 2021-01-01 法商量子基因科技有限公司 用於治療高血壓或心衰竭的化合物及包含其之組成物
CN111892557B (zh) * 2019-05-05 2022-11-08 河北圣泰材料股份有限公司 哌嗪类成膜离子液体的合成方法
WO2022225712A1 (en) * 2021-04-22 2022-10-27 Teva Pharmaceuticals International Gmbh Solid state forms of firibastat and processes for preparation thereof

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5596095A (en) * 1994-12-12 1997-01-21 Procept, Inc. Formation and utility of sulfonic acid protecting groups
ES2309336T3 (es) 2002-07-16 2008-12-16 Institut National De La Sante Et De La Recherche Medicale (Inserm) Derivados de 4,4-ditiobis-(3-aminobutano-1-sulfanatos) nuevos y composiciones que los contienen.
FR2858617A1 (fr) * 2003-08-06 2005-02-11 Inst Nat Sante Rech Med Derives de 4',4'-dithiobis-(3-aminobutane-1-sulfonate-1- sulfonates) nouveaux et compositions les contenant
CN101845003A (zh) * 2010-01-29 2010-09-29 华东理工大学 N-三(羟甲基)甲基-3-氨基丙磺酸化合物及其制备方法
EP2439192A1 (en) 2010-10-07 2012-04-11 Quantum Genomics Method for the preparation of (3S,3S') 4,4'-disulfanediylbis (3-aminobutane 1-sulfonic acid)

Also Published As

Publication number Publication date
EA021612B1 (ru) 2015-07-30
KR20180032682A (ko) 2018-03-30
BR112013008404A2 (pt) 2016-06-21
RS57670B1 (sr) 2018-11-30
LT3395796T (lt) 2022-01-25
CA3016057C (en) 2020-06-02
IL225557A (en) 2016-03-31
IL225557A0 (en) 2013-06-27
ES2689246T3 (es) 2018-11-12
ES2903434T3 (es) 2022-04-01
NZ608971A (en) 2014-06-27
HRP20181437T1 (hr) 2018-12-14
EP3395796A1 (en) 2018-10-31
EP2625163A1 (en) 2013-08-14
US20130231500A1 (en) 2013-09-05
CA2813834A1 (en) 2012-04-12
CY1124919T1 (el) 2023-01-05
CN103228624A (zh) 2013-07-31
CA2813834C (en) 2019-02-26
CA3016057A1 (en) 2012-04-12
AU2011311483A1 (en) 2013-05-02
TW201305091A (zh) 2013-02-01
KR20130116268A (ko) 2013-10-23
KR101893894B1 (ko) 2018-08-31
US20160046571A1 (en) 2016-02-18
RS62838B1 (sr) 2022-02-28
PL3395796T3 (pl) 2022-03-07
SI2625163T1 (sl) 2018-11-30
PT3395796T (pt) 2022-01-13
CN103228624B (zh) 2016-02-03
PL2625163T3 (pl) 2018-12-31
CY1120859T1 (el) 2019-12-11
MX2013003863A (es) 2013-08-01
SI3395796T1 (sl) 2022-03-31
EA201300440A1 (ru) 2013-08-30
EP2439192A1 (en) 2012-04-11
EP2625163B1 (en) 2018-08-15
WO2012045849A1 (en) 2012-04-12
BR112013008404B1 (pt) 2022-02-01
DK2625163T3 (en) 2018-10-15
LT2625163T (lt) 2019-01-10
HUE040484T2 (hu) 2019-03-28
JP2014500238A (ja) 2014-01-09
BR122021023430B1 (pt) 2022-08-09
TWI532710B (zh) 2016-05-11
JP5921556B2 (ja) 2016-05-24
EP3395796B1 (en) 2021-11-24
PT2625163T (pt) 2018-10-29
DK3395796T3 (da) 2022-01-17
HUE058031T2 (hu) 2022-06-28
AU2011311483B2 (en) 2016-03-31
US9340497B2 (en) 2016-05-17
KR101869366B1 (ko) 2018-06-21
US9187418B2 (en) 2015-11-17
HRP20220031T1 (hr) 2022-04-01

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