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

HRID 2413583Notes

Reaction equation

[C:1]([O:4][C@@H](C(N)(C)[C@H](O)C)C)(=[O:3])[CH3:2].[CH3:13][C@:14]([N+:20]([O-])=O)([C@H:17]([OH:19])[CH3:18])[CH2:15][OH:16]>>[C:1]([OH:4])(=[O:3])[CH3:2].[NH2:20][C@@:14]([CH3:13])([C@H:17]([OH:19])[CH3:18])[CH2:15][OH:16]

Participants

Reactant 2

HCID 13375425(+-)(2R*,3R*)-2-Methyl-2-nitro-1,3-butanediol

HCID 53919029(+-)(2R*,3RS,4R*)-3-Amino-3-methyl-2,4-pentanediol acetate

Product 1

HCID 86741969(+-)(2R*,3R*)-2-amino-2-methyl-1,3-butanediol acetateYield 97%

Procedure

Using the procedure described for 5D, (+-)(2R*,3R*)-2-methyl-2-nitro-1,3-butanediol (6B) gave (+-)(2R*,3R*)-2-amino-2-methyl-1,3-butanediol acetate (97%) mp 117°-121° (C,H,N).

Sources & evidence

ORD record: ord-cb0c04c15d1d49d9a4d265feeecb909a
Source dataset: uspto-grants-1988_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04719048

Reaction notes

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