(R)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid → HCID 131726937, compound

HRID 133075Notes

Reaction equation

HRID 133075 reaction equation
Cl.[CH:2]1([C:5]2[N:13]=[C:8]3[CH2:9][NH:10][CH2:11][CH2:12][N:7]3[N:6]=2)[CH2:4][CH2:3]1.[C:14]([O:18][C:19]([NH:21][C@H:22]([CH2:27][C:28]1[CH:33]=[C:32]([F:34])[C:31]([F:35])=[CH:30][C:29]=1[F:36])[CH2:23][C:24](O)=[O:25])=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19]([NH:21][C@H:22]([CH2:27][C:28]1[CH:33]=[C:32]([F:34])[C:31]([F:35])=[CH:30][C:29]=1[F:36])[CH2:23][C:24]([N:10]1[CH2:11][CH2:12][N:7]2[N:6]=[C:5]([CH:2]3[CH2:4][CH2:3]3)[N:13]=[C:8]2[CH2:9]1)=[O:25])=[O:20])([CH3:17])([CH3:15])[CH3:16]

Participants

3

Reactant 2

HCID 7146288(R)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acidHCID 69363192[1,2,4]Triazolo[1,5-a]pyrazine, 2-cyclopropyl-5,6,7,8-tetrahydro-, hydrochloride (1:1)

Product 1

HCID 131726937HCID 131726937, compound

Procedure

A 54 mg portion of 2-cyclopropyl-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-α]pyrazine hydrochloride was coupled to (3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid essentially following the procedure outlined in Example 2, Step D. Purification by two sequential preparative TLC columns (silica gel, 10% methanol/dichloromethane) gave the title compound as a white solid.

Workup

  1. customPurification by two sequential preparative TLC columns (silica gel, 10% methanol/dichloromethane)

Sources & evidence

ORD record
ord-b0bb93c8c8b64041be06b74f787ed5de
Source dataset
uspto-grants-2008_06
Patent number
US07390809B2

Reaction notes

Loading…