Potassium Carbonate → HCID 86590722, compound

HRID 1860099Notes

Reaction equation

HRID 1860099 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1)[NH:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].CS(O[CH2:30][CH2:31][NH:32][C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>>[CH2:9]([O:8][C:6]([NH:5][C@@H:4]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([O:23][CH2:30][CH2:31][NH:32][C:33]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:39])=[CH:21][CH:22]=1)[C:3]([O:2][CH3:1])=[O:24])=[O:7])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 7010613N-[(Phenylmethoxy)carbonyl]-L-tyrosine methyl esterHCID 22605302tert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamate

Product 1

HCID 86590722HCID 86590722, compoundYield 46.8%

Procedure

In a similar manner to that described in Reference example 25, a reaction was carried out using N-benzyloxycarbonyl-L-tyrosine methyl ester (4.94 g), t-butyl 2-methanesulfonyloxyethylcarbamate (8.97 g) and potassium carbonate (10.4 g) and the reaction mixture was treated to afford the title compound (3.32 g) as colorless crystals.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-d3a2f958240241d2b2c833f8388e52ec
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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