CN104016936B - 手性氨基酚配体在依法韦仑不对称合成中的应用 - Google Patents

手性氨基酚配体在依法韦仑不对称合成中的应用 Download PDF

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Publication number
CN104016936B
CN104016936B CN201410273032.9A CN201410273032A CN104016936B CN 104016936 B CN104016936 B CN 104016936B CN 201410273032 A CN201410273032 A CN 201410273032A CN 104016936 B CN104016936 B CN 104016936B
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China
Prior art keywords
methyl
phenyl
naphthalene
alcohol
base
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Chinese (zh)
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CN104016936A (zh
Inventor
姜标
李晓贤
李金华
邢萍
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Shanghai Institute of Organic Chemistry of CAS
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Shanghai Institute of Organic Chemistry of CAS
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Priority to CN201410273032.9A priority Critical patent/CN104016936B/zh
Publication of CN104016936A publication Critical patent/CN104016936A/zh
Priority to PCT/CN2015/081701 priority patent/WO2015192774A1/fr
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C215/48—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups
    • C07C215/50—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
    • C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
    • C07D265/14—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D265/18—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with hetero atoms directly attached in position 2

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
CN201410273032.9A 2014-06-18 2014-06-18 手性氨基酚配体在依法韦仑不对称合成中的应用 Active CN104016936B (zh)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN201410273032.9A CN104016936B (zh) 2014-06-18 2014-06-18 手性氨基酚配体在依法韦仑不对称合成中的应用
PCT/CN2015/081701 WO2015192774A1 (fr) 2014-06-18 2015-06-17 Application de ligand aminophénol chiral dans la synthèse asymétrique d'éfavirenz

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201410273032.9A CN104016936B (zh) 2014-06-18 2014-06-18 手性氨基酚配体在依法韦仑不对称合成中的应用

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CN104016936A CN104016936A (zh) 2014-09-03
CN104016936B true CN104016936B (zh) 2016-08-17

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CN (1) CN104016936B (fr)
WO (1) WO2015192774A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104016936B (zh) * 2014-06-18 2016-08-17 中国科学院上海有机化学研究所 手性氨基酚配体在依法韦仑不对称合成中的应用
NL2018412B1 (en) * 2017-02-23 2018-09-17 Univ Nelson Mandela Metropolitan Method for the manufacture of efavirenz

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1185146A (zh) * 1995-05-25 1998-06-17 麦克公司 (－)6－氯－4－环丙基乙炔基－4－三氟甲基－1,4－二氢－2h－3,1－苯并噁嗪－2－酮的不对称合成
WO1998027034A1 (fr) * 1996-12-16 1998-06-25 Du Pont Pharmaceuticals Company Synthese amelioree de cyclopropylacetylene
CN1245493A (zh) * 1996-12-16 2000-02-23 杜邦药品公司 苯并噁嗪酮类化合物的不对称合成
CN103664816A (zh) * 2011-01-06 2014-03-26 中国科学院上海有机化学研究所 Hiv逆转录酶抑制剂依法韦伦类化合物的一锅法不对称合成工艺

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104016936B (zh) * 2014-06-18 2016-08-17 中国科学院上海有机化学研究所 手性氨基酚配体在依法韦仑不对称合成中的应用

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1185146A (zh) * 1995-05-25 1998-06-17 麦克公司 (－)6－氯－4－环丙基乙炔基－4－三氟甲基－1,4－二氢－2h－3,1－苯并噁嗪－2－酮的不对称合成
WO1998027034A1 (fr) * 1996-12-16 1998-06-25 Du Pont Pharmaceuticals Company Synthese amelioree de cyclopropylacetylene
CN1245493A (zh) * 1996-12-16 2000-02-23 杜邦药品公司 苯并噁嗪酮类化合物的不对称合成
CN103664816A (zh) * 2011-01-06 2014-03-26 中国科学院上海有机化学研究所 Hiv逆转录酶抑制剂依法韦伦类化合物的一锅法不对称合成工艺

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Enantioselective Organocatalytic Three-Component Petasis Reaction among Salicylaldehydes, Amines, and Organoboronic Acids;Wen-Yong Han等;《Organic Letters》;20120430;第14卷(第4期);第978页表2 *
手性氨基酚配体及其衍生物在不对称催化中的应用;刘丰良等;《有机化学》;20050930;第25卷(第9期);第1015页左栏第2段、第1015页右栏第1段、第1016-1017页，第1020页第9节 *

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WO2015192774A1 (fr) 2015-12-23
CN104016936A (zh) 2014-09-03

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