Cycloheptylmethylamine → HCID 69026104, compound

HRID 1866557Notes

Reaction equation

HRID 1866557 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([O:32][Si:33]([C:36]([CH3:39])([CH3:38])[CH3:37])([CH3:35])[CH3:34])[CH2:16][NH:17][C:18]([CH3:31])([CH3:30])[CH2:19][C:20]2[CH:21]=[C:22]([CH2:26][C:27](O)=[O:28])[CH:23]=[CH:24][CH:25]=2)=[CH:11][C:10]=1[CH2:40][OH:41])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:42]1([CH2:49][NH2:50])[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]1>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([O:32][Si:33]([C:36]([CH3:39])([CH3:38])[CH3:37])([CH3:34])[CH3:35])[CH2:16][NH:17][C:18]([CH3:31])([CH3:30])[CH2:19][C:20]2[CH:21]=[C:22]([CH2:26][C:27]([NH:50][CH2:49][CH:42]3[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]3)=[O:28])[CH:23]=[CH:24][CH:25]=2)=[CH:11][C:10]=1[CH2:40][OH:41])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 78194CycloheptylmethylamineHCID 57978223HCID 57978223, compound

Product 1

HCID 69026104HCID 69026104, compoundYield 97%

Procedure

The title compound was prepared from (3-{2-[((2R)-2-[4-(benzyloxy)-3-(hydroxymethyl)phenyl]-2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]-2-methyl propyl}phenyl)acetic acid (preparation 148) and cycloheptane methylamine, using a similar method to that of preparation 38, as a white solid in 97% yield. 1H NMR (400 MHz, CD3OD) δ: 7.72 (1H, dd), 7.44 (1H, d), 7.42 (2H, m), 7.38-7.21 (5H, m), 7.19 (1H, d), 7.07 (1H, d), 7.02 (1H, m), 5.08 (2H, d), 5.03 (1H, m), 4.71 (2H, d), 3.51 (2H, d), 3.03-2.96 (4H, m), 1.77-1.34 (13H, m), 1.28 (6H, m), 1.07 (2H, m), 0.93 (9H, s), 0.07 (3H, s), −0.92 (3H, s) ppm; LRMS ESI m/z 688 [M+H]+

Workup

  1. customof preparation 38

Sources & evidence

ORD record
ord-f5a428c8b48a456e906d00dc1c8c8901
Source dataset
uspto-grants-2009_12
Patent number
US07629358B2

Reaction notes

Loading…