Ethyl (2E)-3-(2-{[(benzyloxy)carbonyl]amino}-2,3-dihydro-1H-inden-5-yl)acrylate → ethyl 3-(2-amino-2,3-dihydro-1H-inden-5-yl)propanoate

HRID 1713843Notes

Reaction equation

HRID 1713843 reaction equation
C(OC([NH:11][CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17](/[CH:21]=[CH:22]/[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:18]=2)[CH2:13]1)=O)C1C=CC=CC=1.NC1C=CC(C2CCC(C(OC)=O)C2)=CC=1>>[NH2:11][CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:18]=2)[CH2:13]1

Participants

3

Reactant 2

HCID 59464046Ethyl (2E)-3-(2-{[(benzyloxy)carbonyl]amino}-2,3-dihydro-1H-inden-5-yl)acrylateHCID 59464327Methyl 3-(4-aminophenyl)cyclopentanecarboxylate

Product 1

HCID 59464294ethyl 3-(2-amino-2,3-dihydro-1H-inden-5-yl)propanoate

Procedure

Ethyl (2E)-3-(2-{[(benzyloxy)carbonyl]amino}-2,3-dihydro-1H-inden-5-yl)acrylate was reduced by the general procedure of Intermediate 84, step (ii), to give the title compound (Intermediate 88); 1H NMR (CD3OD) δ 1.01-1.18 (m, 3H), 2.44-2.70 (m, 2H), 2.73-2.96 (m, 2H), 3.02-3.35 (m, 4H), 3.92-4.05 (m, 2H), 4.30-4.42 (m, 1H), 6.84-7.23 (m, 3H); MS m/e MH+ 234.

Sources & evidence

ORD record
ord-2ea0a6fd071f4e8b8ed8cd07f768b800
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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