Boc-Tyr(tBu)-OH → HCID 13419957, compound

HRID 1262880Notes

Reaction equation

HRID 1262880 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:22](O)=[O:23])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:25][N:26]([CH2:35][CH2:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:27](=[O:34])[C@@H:28]([CH2:30][CH2:31][S:32][CH3:33])[NH2:29]>>[C:1]([O:5][C:6]([NH:8][C@H:9]([C:22]([NH:29][C@@H:28]([C:27]([N:26]([CH3:25])[CH2:35][CH2:36][CH2:37][C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)=[O:34])[CH2:30][CH2:31][S:32][CH3:33])=[O:23])[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:17][C:18]([CH3:19])([CH3:21])[CH3:20])=[CH:15][CH:16]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 7017901Boc-Tyr(tBu)-OHHCID 22826725HCID 22826725, compound

Product 1

HCID 13419957HCID 13419957, compoundYield 27%

Procedure

By the method of part A of this sample N-(tert-butyloxycarbonyl)-O-(tert-butyl)-L-tyrosine (2.59 g.) was condensed with N-methyl-N-(3-phenylpropyl)-D-methioninamide (1.4 g.). The product was crystallized twice from ethyl acetate, affording [N-(tert-butyloxycarbonyl)-O-(tert-butyl)-L-tyrosyl]-N-methyl-N-(3-phenylpropyl)-D-methioninamide (810 mg., m.r. 130°-131° C.).

Workup

  1. customThe product was crystallized twice from ethyl acetate

Sources & evidence

ORD record
ord-8a822b5820e442d2a111b0d07dac5e40
Source dataset
uspto-grants-1984_06
Patent number
US04454120

Reaction notes

Loading…