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

HRID 1762001Notes

Reaction equation

HRID 1762001 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

3

Reactant 2

HCID 13375424(+-)(2R*,3S*)-2-Methyl-2-nitro-1,3-butanediolHCID 53919029(+-)(2R*,3RS,4R*)-3-Amino-3-methyl-2,4-pentanediol acetate

Product 1

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

Procedure

Using the procedure described for 5D (+-)(2R*,3S*)-2-methyl-2-nitro-1,3-butanediol (6A) gave (+-)(2R*,3S*)-2-amino-2-methyl-1,3-butanediol acetate (93%) mp 163°-165° (C,H,N).

Sources & evidence

ORD record
ord-f60096b82f2944c6b2be78ca507fb64d
Source dataset
uspto-grants-1989_05
Patent number
US04829090

Reaction notes

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