GB1423911A - Production of optically active alcohols - Google Patents
Production of optically active alcoholsInfo
- Publication number
- GB1423911A GB1423911A GB1251073A GB1251073A GB1423911A GB 1423911 A GB1423911 A GB 1423911A GB 1251073 A GB1251073 A GB 1251073A GB 1251073 A GB1251073 A GB 1251073A GB 1423911 A GB1423911 A GB 1423911A
- Authority
- GB
- United Kingdom
- Prior art keywords
- optically active
- phosphine
- alcohols
- arsine
- heptanol
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 150000001298 alcohols Chemical class 0.000 title abstract 3
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 6
- 239000003446 ligand Substances 0.000 abstract 4
- RBFQJDQYXXHULB-UHFFFAOYSA-N arsane Chemical compound [AsH3] RBFQJDQYXXHULB-UHFFFAOYSA-N 0.000 abstract 3
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 3
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 abstract 2
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 abstract 2
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 abstract 2
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 abstract 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 abstract 1
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 abstract 1
- WWONRNQEEVLNAJ-UHFFFAOYSA-N 2-aminoheptan-4-ol Chemical compound CCCC(O)CC(C)N WWONRNQEEVLNAJ-UHFFFAOYSA-N 0.000 abstract 1
- HGDHHYVVKULVJA-UHFFFAOYSA-N 3-chloroheptan-4-ol Chemical compound CCCC(O)C(Cl)CC HGDHHYVVKULVJA-UHFFFAOYSA-N 0.000 abstract 1
- GOZUCFBQMUZOIE-UHFFFAOYSA-N 4,5-dimethyloctan-3-ol Chemical compound CC(C(CC)O)C(CCC)C GOZUCFBQMUZOIE-UHFFFAOYSA-N 0.000 abstract 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- DTGKSKDOIYIVQL-MRTMQBJTSA-N Isoborneol Natural products C1C[C@@]2(C)[C@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-MRTMQBJTSA-N 0.000 abstract 1
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 abstract 1
- PEDXUVCGOLSNLQ-WUJLRWPWSA-N N-acetyl-L-threonine Chemical compound C[C@@H](O)[C@@H](C(O)=O)NC(C)=O PEDXUVCGOLSNLQ-WUJLRWPWSA-N 0.000 abstract 1
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004473 Threonine Substances 0.000 abstract 1
- 229940116229 borneol Drugs 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 150000004696 coordination complex Chemical class 0.000 abstract 1
- 229960002179 ephedrine Drugs 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 229940041616 menthol Drugs 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002736 metal compounds Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- QLTTYYZHUUIFMR-UHFFFAOYSA-N n-(1-hydroxy-1-phenylpropan-2-yl)acetamide Chemical compound CC(=O)NC(C)C(O)C1=CC=CC=C1 QLTTYYZHUUIFMR-UHFFFAOYSA-N 0.000 abstract 1
- KWGRBVOPPLSCSI-WCBMZHEXSA-N pseudoephedrine Chemical compound CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WCBMZHEXSA-N 0.000 abstract 1
- 229960003908 pseudoephedrine Drugs 0.000 abstract 1
- 150000003333 secondary alcohols Chemical class 0.000 abstract 1
- 229960002898 threonine Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B31/00—Reduction in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23540572A | 1972-03-16 | 1972-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1423911A true GB1423911A (en) | 1976-02-04 |
Family
ID=22885354
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1251073A Expired GB1423911A (en) | 1972-03-16 | 1973-03-15 | Production of optically active alcohols |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS491505A (enrdf_load_html_response) |
| CA (1) | CA1000293A (enrdf_load_html_response) |
| CH (1) | CH593217A5 (enrdf_load_html_response) |
| DE (1) | DE2312924A1 (enrdf_load_html_response) |
| FR (1) | FR2176128B1 (enrdf_load_html_response) |
| GB (1) | GB1423911A (enrdf_load_html_response) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19902229A1 (de) * | 1999-01-21 | 2000-08-03 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung von L-Phenylephrinhydrochlorid |
| WO2017211129A1 (zh) * | 2016-06-07 | 2017-12-14 | 浙江普洛康裕制药有限公司 | 麻黄碱或伪麻黄碱及麻黄碱或伪麻黄碱中间体的制备方法 |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0699367B2 (ja) * | 1987-06-11 | 1994-12-07 | 高砂香料工業株式会社 | 光学活性アルコ−ルの製法 |
| JPH064543B2 (ja) * | 1987-06-18 | 1994-01-19 | 高砂香料工業株式会社 | 光学活性アルコ−ルの製造法 |
| JPH064544B2 (ja) * | 1987-06-19 | 1994-01-19 | 高砂香料工業株式会社 | 光学活性アルコ−ルの製造方法 |
| JPH0641444B2 (ja) * | 1987-12-22 | 1994-06-01 | 高砂香料工業株式会社 | 光学活性スレオニンの製造法 |
| DE69634639T2 (de) * | 1995-12-06 | 2006-03-02 | Japan Science And Technology Agency, Kawaguchi | Verfahren zur herstellung optische aktive verbindungen |
| DE102010025710A1 (de) | 2010-06-30 | 2012-01-05 | Spawnt Private S.À.R.L. | Speichermaterial und Verfahren zur Gewinnung von H-Silanen aus diesem |
| CN119462334B (zh) * | 2025-01-15 | 2025-03-25 | 四川健林药业有限责任公司 | 一种冰片的合成方法 |
-
1973
- 1973-03-15 DE DE19732312924 patent/DE2312924A1/de active Pending
- 1973-03-15 CA CA166,348A patent/CA1000293A/en not_active Expired
- 1973-03-15 JP JP2954773A patent/JPS491505A/ja active Pending
- 1973-03-15 FR FR7309394A patent/FR2176128B1/fr not_active Expired
- 1973-03-15 CH CH376073A patent/CH593217A5/xx not_active IP Right Cessation
- 1973-03-15 GB GB1251073A patent/GB1423911A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19902229A1 (de) * | 1999-01-21 | 2000-08-03 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung von L-Phenylephrinhydrochlorid |
| DE19902229C2 (de) * | 1999-01-21 | 2000-11-02 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung von L-Phenylephrinhydrochlorid |
| US6187956B1 (en) | 1999-01-21 | 2001-02-13 | Boehringer Ingelheim Pharma Kg | Method for preparing of L-phenylephrine hydrochloride |
| WO2017211129A1 (zh) * | 2016-06-07 | 2017-12-14 | 浙江普洛康裕制药有限公司 | 麻黄碱或伪麻黄碱及麻黄碱或伪麻黄碱中间体的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2176128B1 (enrdf_load_html_response) | 1977-04-29 |
| JPS491505A (enrdf_load_html_response) | 1974-01-08 |
| CH593217A5 (enrdf_load_html_response) | 1977-11-30 |
| DE2312924A1 (de) | 1973-09-27 |
| CA1000293A (en) | 1976-11-23 |
| FR2176128A1 (enrdf_load_html_response) | 1973-10-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |