JP2020502244A5 - - Google Patents
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- JP2020502244A5 JP2020502244A5 JP2019534372A JP2019534372A JP2020502244A5 JP 2020502244 A5 JP2020502244 A5 JP 2020502244A5 JP 2019534372 A JP2019534372 A JP 2019534372A JP 2019534372 A JP2019534372 A JP 2019534372A JP 2020502244 A5 JP2020502244 A5 JP 2020502244A5
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- JP
- Japan
- Prior art keywords
- formula
- compound
- salt
- aryl
- protecting group
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims description 91
- 150000003839 salts Chemical class 0.000 claims description 74
- 238000000034 method Methods 0.000 claims description 50
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 239000001257 hydrogen Substances 0.000 claims description 22
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 16
- 125000006239 protecting group Chemical group 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- -1 C 3 -C 8 - cycloalkyl amine Chemical class 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 239000003638 chemical reducing agent Substances 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 238000006646 Dess-Martin oxidation reaction Methods 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 125000002619 bicyclic group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- NKLCNNUWBJBICK-UHFFFAOYSA-N dess–martin periodinane Chemical compound C1=CC=C2I(OC(=O)C)(OC(C)=O)(OC(C)=O)OC(=O)C2=C1 NKLCNNUWBJBICK-UHFFFAOYSA-N 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 230000001404 mediated effect Effects 0.000 claims description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Natural products CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 claims description 2
- 125000002950 monocyclic group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- ZRYRUTXWDGMPSN-UHFFFAOYSA-N propan-2-amine Chemical group CC(C)N.C(C)(C)N ZRYRUTXWDGMPSN-UHFFFAOYSA-N 0.000 claims description 2
- 125000006413 ring segment Chemical group 0.000 claims description 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 2
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 0 *NC(Cc1ccc(-c2ccccc2)cc1)CO Chemical compound *NC(Cc1ccc(-c2ccccc2)cc1)CO 0.000 description 2
- RCAIWVIQRMDTAV-UHFFFAOYSA-N NC(Cc(cc1)ccc1-c1ccccc1)CO Chemical compound NC(Cc(cc1)ccc1-c1ccccc1)CO RCAIWVIQRMDTAV-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2016111674 | 2016-12-23 | ||
| CNPCT/CN2016/111674 | 2016-12-23 | ||
| PCT/IB2017/058203 WO2018116203A1 (en) | 2016-12-23 | 2017-12-20 | New process for early sacubitril intermediates |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020502244A JP2020502244A (ja) | 2020-01-23 |
| JP2020502244A5 true JP2020502244A5 (OSRAM) | 2021-02-04 |
| JP7138106B2 JP7138106B2 (ja) | 2022-09-15 |
Family
ID=61022379
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019534372A Active JP7138106B2 (ja) | 2016-12-23 | 2017-12-20 | 初期サクビトリル中間体のための新規な方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US10774036B2 (OSRAM) |
| EP (1) | EP3558930B1 (OSRAM) |
| JP (1) | JP7138106B2 (OSRAM) |
| CN (1) | CN110088079A (OSRAM) |
| ES (1) | ES2883363T3 (OSRAM) |
| WO (1) | WO2018116203A1 (OSRAM) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110964759B (zh) * | 2018-09-28 | 2021-04-09 | 北京瑞莱博基医药科技有限公司 | 一种抗心衰药物中间体的新合成工艺 |
| CN111748590B (zh) * | 2019-03-29 | 2024-05-28 | 弈柯莱(台州)药业有限公司 | 转氨酶在制备Sacubitril中间体中的应用 |
| CN111205204A (zh) * | 2020-01-16 | 2020-05-29 | 南京红杉生物科技有限公司 | 沙库必曲中间体及其合成方法、应用 |
| CN114524741A (zh) * | 2022-02-15 | 2022-05-24 | 上海龙翔生物医药开发有限公司 | 一种抗肿瘤药物美法仑的合成工艺 |
| WO2024121301A1 (en) * | 2022-12-09 | 2024-06-13 | Krka, D.D., Novo Mesto | Process for the preparation of sitagliptin |
| CN116606224A (zh) * | 2023-04-18 | 2023-08-18 | 重庆普佑生物医药有限公司 | 一种沙库比曲中间体的酶催化制备方法 |
| CN118931983A (zh) * | 2024-07-24 | 2024-11-12 | 苏州弗莱明生物技术有限公司 | 一种沙库巴曲中间体及其制备方法 |
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| CN105481622A (zh) | 2015-12-14 | 2016-04-13 | 武汉凯特立斯科技有限公司 | 一种α-氧代-α,β-不饱和羧酸的不对称氢化方法 |
| CN105566194A (zh) | 2016-02-01 | 2016-05-11 | 张伯引 | 一种Sacubitril中间体的制备方法 |
| EP3424899B1 (en) * | 2016-02-29 | 2022-05-11 | Sunshine Lake Pharma Co., Ltd. | Sacubitril intermediate and preparation method thereof |
| CN105601524B (zh) | 2016-03-17 | 2017-09-29 | 海门慧聚药业有限公司 | Lcz696关键中间体的制备 |
| CN105884656B (zh) | 2016-04-20 | 2017-09-19 | 沧州那瑞化学科技有限公司 | 一种lcz696中间体的制备方法 |
-
2017
- 2017-12-20 EP EP17832992.6A patent/EP3558930B1/en active Active
- 2017-12-20 US US16/472,386 patent/US10774036B2/en active Active
- 2017-12-20 WO PCT/IB2017/058203 patent/WO2018116203A1/en not_active Ceased
- 2017-12-20 JP JP2019534372A patent/JP7138106B2/ja active Active
- 2017-12-20 CN CN201780078296.0A patent/CN110088079A/zh active Pending
- 2017-12-20 ES ES17832992T patent/ES2883363T3/es active Active
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