Acetyl chloride → HCID 54178713, compound

HRID 1066292Notes

Reaction equation

[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:11][OH:12])[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)(=O)C.[C:17](Cl)(=[O:20])[CH2:18][CH3:19]>>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:11][O:12][C:17](=[O:20])[CH2:18][CH3:19])[CH3:10])=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

Reactant 3

HCID 6367Acetyl chloride

HCID 62324Propionyl chloride

HCID 13200309tert-butyl N-((2R)-1-hydroxypropan-2-yl)carbamate

Product 1

HCID 54178713HCID 54178713, compound

Procedure

Following the procedure of example 47A, but replacing N-(tert-butoxycarbonyl)L-alaninol with N-(tert-butoxycarbonyl)-D-alaninol and acetyl chloride with propionyl chloride, provided N-(tert-butoxycarbonyl)-O-propionyl-D-alaninol. This was followed the procedure described in example 47B to give the title compound.

Sources & evidence

ORD record: ord-7810b42b75cd44adbf9a068e45700e85
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06242494B1

Reaction notes

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