Lithium borohydride → 3-[(3-Chloro-4-trifluoromethyl-phenyl)-(2-hydroxy-ethyl)-amino]-propionic acid tert-butyl ester

HRID 2095592Notes

Reaction equation

HRID 2095592 reaction equation
[C:1]([O:5][C:6](=[O:26])[CH2:7][CH2:8][N:9]([C:15]1[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[C:17]([Cl:25])[CH:16]=1)[CH2:10][C:11](OC)=[O:12])([CH3:4])([CH3:3])[CH3:2].[Li+].[BH4-]>CO>[C:1]([O:5][C:6](=[O:26])[CH2:7][CH2:8][N:9]([C:15]1[CH:20]=[CH:19][C:18]([C:21]([F:23])([F:24])[F:22])=[C:17]([Cl:25])[CH:16]=1)[CH2:10][CH2:11][OH:12])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 4148881Lithium borohydrideHCID 670743493-[(3-Chloro-4-trifluoromethyl-phenyl)-methoxycarbonylmethyl-amino]-propionic acid tert-butyl ester

Product 1

HCID 670744593-[(3-Chloro-4-trifluoromethyl-phenyl)-(2-hydroxy-ethyl)-amino]-propionic acid tert-butyl esterYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In analogy to the procedure described for intermediate 40C, 3-[(3-chloro-4-trifluoromethyl-phenyl)-methoxycarbonylmethyl-amino]-propionic acid tert-butyl ester and LiBH4 (2 M in THF)/MeOH gave the title compound in 84% yield as yellow oil. MS: 368.12 (MH+, Cl).

Sources & evidence

ORD record
ord-f4e4db2592fb4b78b9f2ecafbf045661
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

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