tert-Butyl N-(2-bromoethyl)carbamate → Methyl 6-(benzenesulphonylmethyl)-2-(2-t-butoxycarbonylaminoethoxy)-3-ethylbenzoate

HRID 2177771Notes

Reaction equation

HRID 2177771 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]3C=CO[CH:34]=3)=[CH:13][CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(S(CC2C(C(OC)=O)=C(O)C(CC)=CC=2)(=O)=O)C=CC=CC=1.C(OC(NCCBr)=O)(C)(C)C>>[C:1]1([S:7]([CH2:10][C:11]2[C:16]([C:17]([O:19][CH3:20])=[O:18])=[C:15]([O:22][CH2:23][CH2:24][NH:25][C:26]([O:28][C:29]([CH3:31])([CH3:30])[CH3:32])=[O:27])[C:14]([CH2:33][CH3:34])=[CH:13][CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 4103526tert-Butyl N-(2-bromoethyl)carbamateHCID 67107565Ethyl 6-(benzenesulphonylmethyl)-2-[2-(t-butoxycarbonyl)aminoethoxy]-3-(furan-3-yl)benzoateHCID 67107635Methyl 6-(benzenesulphonylmethyl)-3-ethyl-2-hydroxybenzoate2×

Product 1

HCID 67107759Methyl 6-(benzenesulphonylmethyl)-2-(2-t-butoxycarbonylaminoethoxy)-3-ethylbenzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 10, starting from methyl 6-(benzenesulphonylmethyl)-3-ethyl-2-hydroxybenzoate (Intermediate 110) and 2-(t-butoxycarbonylamino)ethyl bromide

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6ee9702fe16848c982704ef00fc12938
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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