tert-Butyl N-(2-bromoethyl)carbamate → Methyl 2-[2-(t-butoxycarbonyl)aminoethoxy]-3-(furan-3-yl)-6-(2-methoxybenzenesulphonylmethyl)benzoate

HRID 2177697Notes

Reaction equation

HRID 2177697 reaction equation
[C:1]1([S:7]([CH2:10][C:11]2[C:16]([C:17]([O:19][CH2:20]C)=[O:18])=[C:15]([O:22][CH2:23][CH2:24][NH:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[C:14]([C:33]3[CH:37]=[CH:36][O:35][CH:34]=3)=[CH:13][CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:38]1C=CC(C2C(OC)=C(C(CS(C3C=CC=CC=3OC)(=O)=O)=CC=2)C(OC)=O)=[CH:39]1.C(OC(NCCBr)=O)(C)(C)C>>[C:29]([O:28][C:26]([NH:25][CH2:24][CH2:23][O:22][C:15]1[C:14]([C:33]2[CH:37]=[CH:36][O:35][CH:34]=2)=[CH:13][CH:12]=[C:11]([CH2:10][S:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=2[O:38][CH3:39])(=[O:8])=[O:9])[C:16]=1[C:17]([O:19][CH3:20])=[O:18])=[O:27])([CH3:30])([CH3:32])[CH3:31]

Participants

4

Reactant 3

HCID 4103526tert-Butyl N-(2-bromoethyl)carbamateHCID 67107515Methyl 3-(furan-3-yl)-2-methoxy-6-(2-methoxybenzenesulphonylmethyl)benzoate2×HCID 67107565Ethyl 6-(benzenesulphonylmethyl)-2-[2-(t-butoxycarbonyl)aminoethoxy]-3-(furan-3-yl)benzoate

Product 1

HCID 67107991Methyl 2-[2-(t-butoxycarbonyl)aminoethoxy]-3-(furan-3-yl)-6-(2-methoxybenzenesulphonylmethyl)benzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 10, starting from methyl 3-(furan-3-yl)-2-hydroxy-6-(2-methoxybenzenesulphonylmethyl)benzoate (Intermediate 39) and 2-[N-(t-butoxycarbonyl)amino]ethyl bromide.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0917cb2b5ea4484ab60377db26d725b5
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

Loading…