(S)-2-(2-((tert-Butoxycarbonyl)amino)propanamido)acetic acid → Boc-Gly-Phe-Gly-Val-Gly-OH

HRID 1110695Notes

Reaction equation

HRID 1110695 reaction equation
[NH:1]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[CH2:2][C:3]([NH:5][C@H:6]([C:14]([NH:16][CH2:17][C:18]([NH:20][C@H:21]([C:25]([NH:27][CH2:28][C:29]([O:31]CC1C=CC=CC=1)=[O:30])=[O:26])[CH:22]([CH3:24])[CH3:23])=[O:19])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4].N(C(OC(C)(C)C)=O)[C@H](C(NCC(O)=O)=O)C>O>[NH:1]([C:39]([O:41][C:42]([CH3:44])([CH3:43])[CH3:45])=[O:40])[CH2:2][C:3]([NH:5][C@H:6]([C:14]([NH:16][CH2:17][C:18]([NH:20][C@H:21]([C:25]([NH:27][CH2:28][C:29]([OH:31])=[O:30])=[O:26])[CH:22]([CH3:24])[CH3:23])=[O:19])=[O:15])[CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:4]

Participants

4

Reactant 2

HCID 192414(S)-2-(2-((tert-Butoxycarbonyl)amino)propanamido)acetic acidHCID 131715248Boc-Gly-Phe-Gly-Val-Gly-OBzl

Product 1

HCID 131715252Boc-Gly-Phe-Gly-Val-Gly-OH

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

IV was hydrogenated and worked up as described for VIII to obtain the product in quantitative yield. Rf3 0.16. Anal. calcd. for C25H37N5O8 .H2O: C 54.23, H 7.10, N 12.65%. Found: C 54.14, H 6.93, N 12.21%.

Workup

  1. customto obtain the product in quantitative yield

Sources & evidence

ORD record
ord-ab9bc33211ea4e7ca00c7c8c09eab75b
Source dataset
uspto-grants-1990_12
Patent number
US04976734

Reaction notes

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