2-Nitro-2-isopropyl-1,3-propanediol → 2-Amino-2-isopropyl-1,3-propanediol acetate

HRID 2414036Notes

Reaction equation

HRID 2414036 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].N[C@@](C)([C@H](O)C)CO.[CH:13]([C:16]([N+:21]([O-])=O)([CH2:19]O)[CH2:17][OH:18])([CH3:15])[CH3:14]>>[C:1]([O:4][CH2:19][C:16]([NH2:21])([CH:13]([CH3:15])[CH3:14])[CH2:17][OH:18])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 1438812-Nitro-2-isopropyl-1,3-propanediolHCID 86741969(+-)(2R*,3R*)-2-amino-2-methyl-1,3-butanediol acetate

Product 1

HCID 143912482-Amino-2-isopropyl-1,3-propanediol acetateYield 98%

Procedure

Using the procedure in 5E, 2-isopropyl-2-nitro-1,3-propanediol (52A) gave a 98% yield of 2-amino-2-isopropyl-1,3-propanediol acetate mp 155°-155.5°. H. S. Broadbent et al., J. Heterocyclic Chem., 13, 337 (1975) report the synthesis of this compound as the free base (mp 70°-72°)).

Sources & evidence

ORD record
ord-3179e7b21d01407bbce28deace29441d
Source dataset
uspto-grants-1988_01
Patent number
US04720587

Reaction notes

Loading…