Tert-butoxycarbonylalanine → methyl N-(tert-butoxycarbonyl)-L-alanyl-L-threoninate

HRID 869726

Reaction equation

[C:1]([O:5][C:6]([NH:8][C@H:9]([C:11]([OH:13])=O)[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH2:15]([O:17][C:18](=[O:24])[C@H:19]([C@@H:21]([CH3:23])[OH:22])[NH2:20])C>>[C:1]([O:5][C:6]([NH:8][C@H:9]([C:11]([NH:20][C@H:19]([C:18]([O:17][CH3:15])=[O:24])[C@@H:21]([CH3:23])[OH:22])=[O:13])[CH3:10])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 2

HCID 85082Tert-butoxycarbonylalanine

HCID 2763096Ethyl L-threoninate hydrochloride

Product 1

HCID 11483528methyl N-(tert-butoxycarbonyl)-L-alanyl-L-threoninate

Procedure

The preparation was performed in a similar manner as Example 1.001 (d) Method B from N-(tert-butoxycarbonyl)-L-alanine (5.62 g, 29.7 mmol) and L-threonine ethyl ester hydrochloride (4.58 g, 27.0 mmol) to give methyl N-(tert-butoxycarbonyl)-L-alanyl-L-threoninate. MS (APCI): m/z 305 (M+H).

Sources & evidence

ORD record: ord-27ce3ecf8b2f4529b00fc465cc54cbe3
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08969376B2

Linked notes

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