Tyr(3-tBu)-OMe → Tyr(3-tBu)-NHMe

HRID 1988289Notes

Reaction equation

[NH2:1][C@H:2]([C:15]([O:17]C)=O)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=1.CO.[CH3:21][NH2:22]>>[NH2:1][C@H:2]([C:15]([NH:22][CH3:21])=[O:17])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=1

Participants

Reactant 2

HCID 15549498Tyr(3-tBu)-OMe

HCID 57454252Monomethylamine methanol

Product 1

HCID 131722741Tyr(3-tBu)-NHMe

Procedure

A mixture of Tyr(3-tBu)-OMe (12 g, 48 mmol) and a 40% methylamine methanol solution (80 ml) was stirred at room temperature for 14 hours. The reaction mixture was concentrated under reduced pressure, giving Tyr(3-tBu)-NHMe (T2) (12 g) as a crude product.

Workup

concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record: ord-773156ddadfc4fc1b0e9b683e50ae329
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07553969B1

Reaction notes

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