Diethylamine → Benzyl (2-amino-1-{2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethylcarbamoyl}ethyl)carbamate

HRID 1670503Notes

Reaction equation

HRID 1670503 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH:12]([C:32](=[O:57])[NH:33][CH:34]([C:43](=[O:56])[N:44]([CH2:48][CH:49]([O:53][CH2:54][CH3:55])[O:50][CH2:51][CH3:52])[CH:45]([CH3:47])[CH3:46])[CH2:35][C:36]1[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][CH:37]=1)[CH2:13][NH:14]C(=O)OCC1C2C=CC=CC=2C2C1=CC=CC=2)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(NCC)C>>[NH2:14][CH2:13][CH:12]([NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:32](=[O:57])[NH:33][CH:34]([C:43](=[O:56])[N:44]([CH2:48][CH:49]([O:53][CH2:54][CH3:55])[O:50][CH2:51][CH3:52])[CH:45]([CH3:46])[CH3:47])[CH2:35][C:36]1[CH:37]=[CH:38][C:39]([Cl:42])=[CH:40][CH:41]=1

Participants

3

Reactant 2

HCID 8021DiethylamineHCID 691919629H-fluoren-9-ylmethyl (2-benzyloxycarbonylamino-2-{2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethylcarbamoyl}ethyl)carbamate

Product 1

HCID 86761390Benzyl (2-amino-1-{2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethylcarbamoyl}ethyl)carbamate

Procedure

The Fmoc protective group is eliminated from 9H-fluoren-9-ylmethyl (2-benzyloxycarbonylamino-2-{2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethylcarbamoyl}ethyl)carbamate using diethylamine and employing the method as described under b). The desired product is obtained with MW=576.27 (calculated, monoisotopic); measured value (M+H)+=577.22

Sources & evidence

ORD record
ord-8d92951616834216a61832af7ec957f2
Source dataset
uspto-grants-2011_08
Patent number
US07994168B2

Reaction notes

Loading…