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

HRID 1165656Notes

Reaction equation

HRID 1165656 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 13375424(+-)(2R*,3S*)-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 93.5%

Procedure

Using the procedure described for 32E, (±)-(2R*,3S*)-2-methyl-2-nitro-1,3-butanediol (32A, 41.1 g, 0.276 mol) gave 46.12 g (93.5%) of (±)-(2R*,3S*)-2-amino-2-methyl-1,3-butanediol acetate, mp 163°-165°, (C,H,N).

Sources & evidence

ORD record
ord-0b524eeb12634aeba618abb4f1525afa
Source dataset
uspto-grants-1990_03
Patent number
US04910218

Reaction notes

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