tert-Butyl N-(2-bromoethyl)carbamate → Methyl 2-[2-(t-butoxycarbonyl)aminoethoxy]-6-(4-fluorobenzenesulphonyl-methyl)-3-(furan-3-yl)benzoate

HRID 2177696Notes

Reaction equation

HRID 2177696 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.[F:38]C1C=CC(S(CC2C(C(OC)=O)=C(O)C(C3C=COC=3)=CC=2)(=O)=O)=CC=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][C:4]([F:38])=[CH:3][CH:2]=2)(=[O:9])=[O:8])[C:16]=1[C:17]([O:19][CH3:20])=[O:18])=[O:27])([CH3:32])([CH3:31])[CH3:30]

Participants

4

Reactant 3

HCID 4103526tert-Butyl N-(2-bromoethyl)carbamateHCID 67107565Ethyl 6-(benzenesulphonylmethyl)-2-[2-(t-butoxycarbonyl)aminoethoxy]-3-(furan-3-yl)benzoateHCID 67108009Methyl 6-(4-fluorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-hydroxybenzoate2×

Product 1

HCID 67107508Methyl 2-[2-(t-butoxycarbonyl)aminoethoxy]-6-(4-fluorobenzenesulphonyl-methyl)-3-(furan-3-yl)benzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 10, starting from methyl 6-(4-fluorobenzenesulphonylmethyl)-3-(furan-3-yl)-2-hydroxybenzoate (Intermediate 38) and 2-[N-(t-butoxycarbonyl)amino]ethyl bromide.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-3ffc55065d5c420fa09b67aac82c3a98
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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