Methanol → Methyl 3-([(benzyloxy)carbonyl]amino)propanoate

HRID 1954338Notes

Reaction equation

[C:1]([NH:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].S(Cl)(Cl)=O.[CH3:21]O>>[CH3:21][O:15][C:14](=[O:16])[CH2:13][CH2:12][NH:11][C:1]([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2]

Participants

Reactant 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 75313N-Benzyloxycarbonyl-beta-alanine

Product 1

HCID 376763Methyl 3-([(benzyloxy)carbonyl]amino)propanoate

Procedure

Prepared by the procedure described in Example 1, Step A from N-CBZ-β-alanine (5 g, 22.4 mmole), methanol and thionyl chloride to give the title compound.

Workup

customPrepared by the procedure

Sources & evidence

ORD record: ord-19fa8a50ee9e48ba8d36ab4394a4ce63
Source dataset: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06121325

Reaction notes

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