(+-)(2R*,3R*)-2-Methyl-2-nitro-1,3-butanediol → (+-)(2R*,3S*)-2-amino-2-methyl-1,3-butanediol acetate

HRID 2413795Notes

Reaction equation

HRID 2413795 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].[NH2:5][C@@:6]([CH3:12])([C@H:9]([OH:11])[CH3:10])[CH2:7][OH:8].C[C@]([N+]([O-])=O)([C@H](O)C)CO>>[C:1]([OH:4])(=[O:3])[CH3:2].[NH2:5][C@@:6]([CH3:12])([C@@H:9]([OH:11])[CH3:10])[CH2:7][OH:8]

Participants

3

Reactant 2

HCID 13375425(+-)(2R*,3R*)-2-Methyl-2-nitro-1,3-butanediolHCID 86741969(+-)(2R*,3R*)-2-amino-2-methyl-1,3-butanediol acetate

Product 1

HCID 86741966(+-)(2R*,3S*)-2-amino-2-methyl-1,3-butanediol acetateYield 93%

Procedure

Using the reduction procedure in 2E, (+-)(2R*,3S*)-2-methyl-2-nitro-1,3-butanediol (2A) gave (+-)(2R*,3S*)-2-amino-2-methyl-1,3-butanediol acetate (93%) (C,H,N) mp 163°-165° C.

Sources & evidence

ORD record
ord-93a07637961140b1a3ba28cc08db8552
Source dataset
uspto-grants-1988_01
Patent number
US04719236

Reaction notes

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