Methanol isopropylamine chloroform → 2-Amino-4-(Cbz-asparaginyl-amino)-1,5-diphenyl-3-hydroxypentane

HRID 1379358Notes

Reaction equation

HRID 1379358 reaction equation
C(OC(N[CH:9]([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH2:10][CH:11]([OH:39])[CH:12]([NH:20][C:21](=[O:38])[C@H:22]([CH2:34][C:35](=[O:37])[NH2:36])[NH:23][C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=O)(C)(C)C.CO.C([NH2:51])(C)C.C(Cl)(Cl)Cl>>[NH2:51][CH:10]([CH:11]([OH:39])[CH:12]([NH:20][C:21](=[O:38])[C@H:22]([CH2:34][C:35](=[O:37])[NH2:36])[NH:23][C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:9][C:40]1[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1

Participants

3

Reactant 2

HCID 22281272Methanol isopropylamine chloroformHCID 131720211t-Butyloxycarbonylamino-4-(Cbz-asparaginyl-amino)-1,5-diphenyl-3-hydroxypentane

Product 1

HCID 228455872-Amino-4-(Cbz-asparaginyl-amino)-1,5-diphenyl-3-hydroxypentaneYield 95%

Procedure

Using the procedure of Example 11 with the resultant compound of Example 66 gave, after silica gel chromatography using methanol/isopropylamine/chloroform, the desired compound (RF 0.3; 2.5% methanol/2% isopropylamine/chloroform) in 95% yield. Mass spectrum (M+H)+ =519.

Workup

  1. customgave

Sources & evidence

ORD record
ord-f14cef4c75cc48c59d815e800ecb266c
Source dataset
uspto-grants-1997_09
Patent number
US05670675

Reaction notes

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