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

Reaction equation

[CH3:1][C@:2]([N+:8]([O-])=O)([C@@H:5]([OH:7])[CH3:6])[CH2:3][OH:4].[C:11]([OH:14])(=[O:13])[CH3:12].N[C@@](C)([C@H](O)C)CO>>[C:11]([OH:14])(=[O:13])[CH3:12].[NH2:8][C@@:2]([CH3:1])([C@@H:5]([OH:7])[CH3:6])[CH2:3][OH:4]

Participants

Reactant 2

HCID 13375424(+-)(2R*,3S*)-2-Methyl-2-nitro-1,3-butanediol

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

Product 1

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

Procedure

Prepared from (+-)(2R*,3S*)-2-methyl-2-nitro-1,3-butanediol (7A) as described for 7E (93%) (C, H, N) mp 163°-165° C.

Sources & evidence

ORD record: ord-16a50ad0df4a440e8b186fadc9466d36
Source dataset: uspto-grants-1989_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04808625

Reaction notes

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