Sodium triacetoxyborohydride → 1-[2-(3,3-Dicyclohexyl-ureido)-thiazol-5-ylmethyl]-pyrrolidine-2(R)-carboxylic acid benzyl ester

HRID 253836노트

반응식

HRID 253836 반응식
[CH:1]1([N:7]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[C:8]([NH:10][C:11]2[S:12][C:13]([CH:16]=O)=[CH:14][N:15]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[CH2:25]([O:32][C:33]([C@H:35]1[CH2:39][CH2:38][CH2:37][NH:36]1)=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[CH2:25]([O:32][C:33]([C@H:35]1[CH2:39][CH2:38][CH2:37][N:36]1[CH2:16][C:13]1[S:12][C:11]([NH:10][C:8]([N:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:18]2[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]2)=[O:9])=[N:15][CH:14]=1)=[O:34])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

참가 물질

4

반응물 3

HCID 5049666Sodium triacetoxyborohydrideHCID 22827650benzyl (2R)-pyrrolidine-2-carboxylate hydrochlorideHCID 578834711,1-Dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea

생성물 1

HCID 578836361-[2-(3,3-Dicyclohexyl-ureido)-thiazol-5-ylmethyl]-pyrrolidine-2(R)-carboxylic acid benzyl ester수율 78.6%

실험 절차

Prepared as described in general procedure (P) using 1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea (75 mg. 0.223 mmol), pyrrolidine-2(R)-carboxylic acid benzyl ester hydrochloride (73 mg, 0.31 mmol) and sodium triacetoxyborohydride (71 mg, 0.335 mmol) to afford 92 mg (78%) of the desired product after purification.

후처리

  1. customPrepared

출처 및 근거

ORD 기록
ord-12b523f31b0c4cec99210a9806187e8a
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07872139B2

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