13-07190. Pentahomoserine [Archived]

Nomenclature

CAS number: 533-88-0
5-Hydroxynorvaline; α-amino-δ-hydroxy-n-valeric acid; 2-amino-5-hydroxypentanoic acid.
C5H11NO3; mol wt 133.15.
C 45.10%, H 8.33%, N 10.52%, O 36.05%.

Description and references

Synthesis: Srensen, Bull. Soc. Chim. Fr. 33, 1052 (1904); Plieninger, Ber. 83, 271 (1950); Gaudry, Can. J. Chem. 29, 544 (1951). Enzymatic resolution: Berlinguet, Gaudry, J. Biol. Chem. 198, 765 (1952).

Chemical structure

Derivative

l-Form.

Properties

Crystals. [M]D +38.3° (5N HCl); [M]D +46.6° (glacial acetic acid). [α]D23 28.8° (c = 2 in 6N HCl).

Derivative

d-Form.

Properties

Crystals from dil alcohol. [α]D23 28.0° (c = 2 in 6N HCl).

Derivative

dl-Form.

Properties

Crystals from dil alcohol, mp 218°; 218-220°; 223-224°, depending on rate of heating.

Status

This monograph has been retired and is no longer subject to revision or update.