N-Acetyl-D-alaninol

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N-Acetyl-D-alaninol
Category Others
Catalog number BBF-05176
CAS 145842-51-9
Molecular Weight 117.15
Molecular Formula C5H11NO2
Purity >95% by HPLC

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Specification

Related CAS 35593-62-5 (L-configuration)
Synonyms Acetamide, N-[(1R)-2-hydroxy-1-methylethyl]-; (R)-N-(1-Hydroxypropan-2-yl)acetamide; (+)-N-[(R)-2-Hydroxy-1-methylethyl]acetamide
Storage Store at -20°C
IUPAC Name N-[(2R)-1-hydroxypropan-2-yl]acetamide
Canonical SMILES CC(CO)NC(=O)C
InChI InChI=1S/C5H11NO2/c1-4(3-7)6-5(2)8/h4,7H,3H2,1-2H3,(H,6,8)/t4-/m1/s1
InChI Key LFVBTAFBWUVUHV-SCSAIBSYSA-N

Properties

Boiling Point 304.7±25.0°C at 760 mmHg
Density 1.0±0.1 g/cm3

Reference Reading

1. Synthesis of the C(21)-C(26) fragment of superstolide A: concerning the stereochemistry of (E)-crotylboration reactions of alaninal derivatives
Neal A Yakelis, William R Roush J Org Chem. 2003 May 16;68(10):3838-43. doi: 10.1021/jo0341012.
A stereoselective synthesis of the C(21)-C(26) fragment of superstolide A has been completed. The absolute and relative stereochemistry of intermediate 14 has been conclusively proven by NMR and X-ray diffraction methods. In the course of this work, it was found that the stereochemistry of 3 had been misassigned in our previously reported synthesis of the C(18)-C(26) segment. This error stems from the unexpected diastereoselectivity in the double asymmetric reaction of N-acetyl-d-alaninal 1 and the tartrate ester modified (E)-crotylboronate (R,R)-2.

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