2-Tert-butyl-5-chloro-2,3-dihydro-1lambda6,2-thiazole-1,1,3-trione → [2-(2-Tert-butyl-1,1,3-trioxo-2,3-dihydro-1h-1lambda6-isothiazol-5-yl)-6-(4-methoxy-benzyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridin-7-ylmethyl]-carbamic acid tert-butyl ester trifluoroacetate

HRID 724620Notes

Reaction equation

HRID 724620 reaction equation
[C:1]([N:5]1[C:9](=[O:10])[CH:8]=[C:7](Cl)[S:6]1(=[O:13])=[O:12])([CH3:4])([CH3:3])[CH3:2].[F:14][C:15]([F:20])([F:19])[C:16]([OH:18])=[O:17].[C:21]([O:25][C:26]([NH:28][CH2:29][CH:30]1[C:35]2[S:36][C:37](B(O)O)=[CH:38][C:34]=2[CH2:33][CH2:32][N:31]1[CH2:42][C:43]1[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=1)=[O:27])([CH3:24])([CH3:23])[CH3:22]>>[F:14][C:15]([F:20])([F:19])[C:16]([OH:18])=[O:17].[C:21]([O:25][C:26](=[O:27])[NH:28][CH2:29][CH:30]1[C:35]2[S:36][C:37]([C:7]3[S:6](=[O:13])(=[O:12])[N:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:9](=[O:10])[CH:8]=3)=[CH:38][C:34]=2[CH2:33][CH2:32][N:31]1[CH2:42][C:43]1[CH:44]=[CH:45][C:46]([O:49][CH3:50])=[CH:47][CH:48]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 218786382-Tert-butyl-5-chloro-2,3-dihydro-1lambda6,2-thiazole-1,1,3-trioneHCID 69597751[7-([(Tert-butoxycarbonyl)amino]methyl)-6-(4-methoxybenzyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl]boronic acid trifluoroacetate

Product 1

HCID 69597800[2-(2-Tert-butyl-1,1,3-trioxo-2,3-dihydro-1h-1lambda6-isothiazol-5-yl)-6-(4-methoxy-benzyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridin-7-ylmethyl]-carbamic acid tert-butyl ester trifluoroacetate

Procedure

This compound was prepared according to the procedure of Example 1.1, Step 4, using 9-A and 4.11-C as the starting materials. 1H NMR (500 MHz, CDCl3): δ 7.56 (s, 1H), 7.36 (d, J=8.4 Hz, 2H), 6.96 (d, J=8.4 Hz, 2H), 6.46 (s, 1H), 4.75–4.65 (m, 1H), 4.58–4.50 (m, 1H), (m, 1H), 4.08–4.00 (m, 1H), 3.83 (s, 3H), 3.80–3.65 (m, 3H), 3.55–3.48 (m, 1H), 3.18–3.10 (m, 2H), 1.75 (s, 9H), 1.36 (s, 9H); LCMS found for C28H38N3O6S2 (M+H)+: m/z=576.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-e4d33e4879a84d3d990ed9dd8718c865
Source dataset
uspto-grants-2006_11
Patent number
US07141596B2

Reaction notes

Loading…