Carbodiimide → 2-(t-Butyloxycarbonylamino)-4-(N-((p-toluenesulfonyl)valinyl)amino)-1,5-diphenyl-3-hydroxypentane

HRID 847614Notes

Reaction equation

N=C=N.[C:4]1([CH3:21])[CH:9]=[CH:8][C:7]([S:10]([NH:13][C@H:14]([C:18]([OH:20])=O)[CH:15]([CH3:17])[CH3:16])(=[O:12])=[O:11])=[CH:6][CH:5]=1.[NH2:22][CH:23]([CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)[CH:24]([OH:41])[CH:25]([NH:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[C:37]([O:36][C:34]([NH:33][CH:25]([CH:24]([OH:41])[CH:23]([NH:22][C:18](=[O:20])[C@H:14]([CH:15]([CH3:16])[CH3:17])[NH:13][S:10]([C:7]1[CH:6]=[CH:5][C:4]([CH3:21])=[CH:9][CH:8]=1)(=[O:11])=[O:12])[CH2:42][C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)[CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)=[O:35])([CH3:40])([CH3:38])[CH3:39]

Participants

Reactant 3

HCID 160435Carbodiimide

HCID 2249310Tosyl valine

HCID 147043774-Amino-2-(t-butyloxycarbonylamino)-1,5-diphenyl-3-hydroxypentane

Product 1

HCID 228456452-(t-Butyloxycarbonylamino)-4-(N-((p-toluenesulfonyl)valinyl)amino)-1,5-diphenyl-3-hydroxypentane

Procedure

According to the carbodiimide coupling procedure of Example 55, N-(p-toluenesulfonyl)valine was coupled to the resultant compound of Example 11 to give the desired compound.

Sources & evidence

ORD record: ord-38d5dd5f7af740bd877217f01e327ce6
Source dataset: uspto-grants-1992_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05142056

Reaction notes

Loading…