(R)-2-amino-4-benzyloxy-butyric acid methyl ester hydrochloride → (R)-4-Benzyloxy-2-{2-[(2-tert-butoxycarbonyl-ethyl)-(3-trifluoromethyl-phenyl)-amino]-ethylamino}-butyric acid methyl ester

HRID 1096208Notes

Reaction equation

HRID 1096208 reaction equation
[C:1]([O:5][C:6](=[O:23])[CH2:7][CH2:8][N:9]([CH2:20][CH:21]=O)[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1)([CH3:4])([CH3:3])[CH3:2].Cl.[CH3:25][O:26][C:27](=[O:40])[C@H:28]([NH2:39])[CH2:29][CH2:30][O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[CH3:25][O:26][C:27](=[O:40])[C@H:28]([NH:39][CH2:21][CH2:20][N:9]([CH2:8][CH2:7][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:23])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1)[CH2:29][CH2:30][O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 66783628(R)-2-amino-4-benzyloxy-butyric acid methyl ester hydrochloride2×HCID 866383823-[(2-Oxo-ethyl)-(3-trifluoromethyl-phenyl)-amino]-propionic acid tert-butyl ester

Product 1

HCID 66783358(R)-4-Benzyloxy-2-{2-[(2-tert-butoxycarbonyl-ethyl)-(3-trifluoromethyl-phenyl)-amino]-ethylamino}-butyric acid methyl ester

Procedure

In analogy to the procedure described in example 1E, 3-[(2-oxo-ethyl)-(3-trifluoromethyl-phenyl)-amino]-propionic acid tert-butyl ester (example 5A) and (R)-2-amino-4-benzyloxy-butyric acid methyl ester hydrochloride (intermediate 7) gave the title compound as yellow oil. MS: 539.4 (MH+).

Sources & evidence

ORD record
ord-070d0fa802074f3192e2d8209bbef0cc
Source dataset
uspto-grants-2012_03
Patent number
US08138175B2

Reaction notes

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