Acetyl chloride → HCID 53963949, compound

HRID 1066291Notes

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:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:11][O:12][C:17](=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:10])=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

Reactant 3

HCID 6367Acetyl chloride

HCID 7412Benzoyl chloride

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

Product 1

HCID 53963949HCID 53963949, 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 benzoyl chloride, provided N-(tert-butoxycarbonyl)-O-benzoyl-D-alaninol. This was followed the procedure described in example 47B to give the title compound.

Sources & evidence

ORD record: ord-5f2b66d8268b44908ba3d9ca9ae55491
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06242494B1

Reaction notes

Loading…