2L-(2,4/3)-2,3,4-tri-O-benzyl-2-C-methyl-2,3,4-trihydroxy-5-cyclohexen-1-one

Base Information

• Chemical Name: 2L-(2,4/3)-2,3,4-tri-O-benzyl-2-C-methyl-2,3,4-trihydroxy-5-cyclohexen-1-one
• CAS No.: 160835-84-7
• Molecular Formula: C₂₈H₂₈O₄
• Molecular Weight: 428.528
• Mol file: 160835-84-7.mol

Synonyms:2L-(2,4/3)-2,3,4-tri-O-benzyl-2-C-methyl-2,3,4-trihydroxy-5-cyclohexen-1-one

Chemical Property of 2L-(2,4/3)-2,3,4-tri-O-benzyl-2-C-methyl-2,3,4-trihydroxy-5-cyclohexen-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2L-(2,4/3)-2,3,4-tri-O-benzyl-2-C-methyl-2,3,4-trihydroxy-5-cyclohexen-1-one

There total 1 articles about 2L-(2,4/3)-2,3,4-tri-O-benzyl-2-C-methyl-2,3,4-trihydroxy-5-cyclohexen-1-one 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: 94.0%

(2S,3R,4S)-2,3,4-Tris-benzyloxy-5-hydroxy-2-methyl-cyclohexanone → 2L-(2,4/3)-2,3,4-tri-O-benzyl-2-C-methyl-2,3,4-trihydroxy-5-cyclohexen-1-one (160835-84-7)

Guidance literature:

With pyridine; acetic anhydride; for 12h; Ambient temperature;

DOI:10.1246/bcsj.67.1633

Reference yield: 91.0%

2L-(2,4/3)-2,3,4-tri-O-benzyl-2-C-methyl-2,3,4-trihydroxy-5-cyclohexen-1-one (160835-84-7) → 1D-(1,3/2,4)-2,3,4-tri-O-benzyl-2-C-methyl-5-cyclohexene-1,2,3,4-tetrol (160835-85-8)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In ethanol; dichloromethane; at -78 ℃;

DOI:10.1246/bcsj.67.1633

Reference yield:

2L-(2,4/3)-2,3,4-tri-O-benzyl-2-C-methyl-2,3,4-trihydroxy-5-cyclohexen-1-one (160835-84-7) → 1D-3,4,5,6-tetra-O-benzyl-5-C-methyl-1,2,3,5/4,6-cyclohehanehexol

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / NaBH₄, CeCl₃*7H₂O / CH₂Cl₂; ethanol / -78 °C

2: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF

3: OsO₄, 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H₂O / 24 h / Irradiation

With sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; sodium hydride; 4-methylmorpholine N-oxide; In ethanol; dichloromethane; water; tert-butyl alcohol;

DOI:10.1246/bcsj.67.1633

Downstream raw materials:

1D-(1,3/2,4)-2,3,4-tri-O-benzyl-2-C-methyl-5-cyclohexene-1,2,3,4-tetrol

1D-(1,3/2,4)-1,2,3,4-tetra-O-benzyl-2-C-methyl-5-cyclohexene-1,2,3,4-tetrol