(+)-methyl (1S,2S,3S,4R)-3-(tert-butyldimethylsilyloxymethyl)-4-methyl-2-nitro-5-oxocyclohexane-1-carboxylate

Base Information

• Chemical Name: (+)-methyl (1S,2S,3S,4R)-3-(tert-butyldimethylsilyloxymethyl)-4-methyl-2-nitro-5-oxocyclohexane-1-carboxylate
• CAS No.: 220212-39-5
• Molecular Formula: C₁₆H₂₉NO₆Si
• Molecular Weight: 359.495
• Mol file: 220212-39-5.mol

Synonyms:(+)-methyl (1S,2S,3S,4R)-3-(tert-butyldimethylsilyloxymethyl)-4-methyl-2-nitro-5-oxocyclohexane-1-carboxylate

Chemical Property of (+)-methyl (1S,2S,3S,4R)-3-(tert-butyldimethylsilyloxymethyl)-4-methyl-2-nitro-5-oxocyclohexane-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (+)-methyl (1S,2S,3S,4R)-3-(tert-butyldimethylsilyloxymethyl)-4-methyl-2-nitro-5-oxocyclohexane-1-carboxylate

There total 1 articles about (+)-methyl (1S,2S,3S,4R)-3-(tert-butyldimethylsilyloxymethyl)-4-methyl-2-nitro-5-oxocyclohexane-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(2R,3S,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-5-furan-3-yl-2-methyl-4-nitro-cyclohexanone (194807-38-0) → (+)-methyl (1S,2S,3S,4R)-3-(tert-butyldimethylsilyloxymethyl)-4-methyl-2-nitro-5-oxocyclohexane-1-carboxylate (220212-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaIO₄, RuCl₃ / acetonitrile; CCl₄; H₂O / 0.25 h / Ambient temperature

2: diethyl ether / 0.25 h / 0 °C

With ruthenium trichloride; sodium periodate; In tetrachloromethane; diethyl ether; water; acetonitrile;

DOI:10.1021/jo981511v

Reference yield: 99.0%

(+)-methyl (1S,2S,3S,4R)-3-(tert-butyldimethylsilyloxymethyl)-4-methyl-2-nitro-5-oxocyclohexane-1-carboxylate (220212-39-5) → (+)-methyl (1S,2S,3S,4R)-3-(tert-butyldimethylsilyloxymethyl)-2-amino-4-methyl-5-oxocyclohexane-1-carboxylate

Guidance literature:

With hydrogen; nickel; In ethanol; at 60 ℃; for 6h; under 68400 Torr;

DOI:10.1021/jo981511v

upstream raw materials:

(2R,3S,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-5-furan-3-yl-2-methyl-4-nitro-cyclohexanone