(2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acid → tert-Butyl methylcarbamate

HRID 1749111Notes

Reaction equation

HRID 1749111 reaction equation
[C:1]([N:8](C)[C@H:9](C(O)=O)C)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>CN(C)C=O>[C:4]([O:3][C:1](=[O:2])[NH:8][CH3:9])([CH3:7])([CH3:6])[CH3:5]

Participants

3

Reactant 1

HCID 7009590(2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acid

Product 1

HCID 527635tert-Butyl methylcarbamate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product from Step 1 was coupled with Boc-N-methyl-L-alanine according to General procedure 4 (but using dimethyl formamide instead of dichloromethane) to afford (S)-1-(6-cyano-5-nitro-pyridin-2-ylcarbamoyl)-ethyl]-methyl-carbamic acid tert-butyl ester. MS: [M−H]−=348.

Sources & evidence

ORD record
ord-16f010eceb224ce6b14c74021129279e
Source dataset
uspto-grants-2015_10
Patent number
US09155743B2

Reaction notes

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