6-(((Phenylmethoxy)carbonyl)amino)hexanoic acid → 2(t-Butyloxycarbonylamino)-4-((6-(Cbz-amino)hexanoyl)amino)-1,5-diphenyl-3-hydroxypentane

HRID 847609Notes

Reaction equation

HRID 847609 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:20][CH:21]([CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[CH:22]([OH:39])[CH:23]([NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[C:35]([O:34][C:32]([NH:31][CH:23]([CH:22]([OH:39])[CH:21]([NH:20][C:17](=[O:19])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])[CH2:40][C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)[CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:33])([CH3:38])([CH3:36])[CH3:37]

Participants

3

Reactant 2

HCID 747586-(((Phenylmethoxy)carbonyl)amino)hexanoic acidHCID 147043774-Amino-2-(t-butyloxycarbonylamino)-1,5-diphenyl-3-hydroxypentane

Product 1

HCID 229102562(t-Butyloxycarbonylamino)-4-((6-(Cbz-amino)hexanoyl)amino)-1,5-diphenyl-3-hydroxypentane

Procedure

N-(6-(Benzyloxycarbonylamino)hexanoic acid was coupled to the resultant compound of Example 11 using the mixed anhydride procedure of Example 54A to give the desired compound after silica gel chromatography using 75% ethyl acetate in chloroform.

Sources & evidence

ORD record
ord-5d76facf4c6341e5a2fb18df2a3e0003
Source dataset
uspto-grants-1992_08
Patent number
US05142056

Reaction notes

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