1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol

Base Information

• Chemical Name: 1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol
• CAS No.: 134221-96-8
• Molecular Formula: C₃₂H₄₆O₈Si
• Molecular Weight: 586.798
• Mol file: 134221-96-8.mol

Synonyms:1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol

Chemical Property of 1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol

There total 4 articles about 1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol 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: 97.0%

phenylglyoxylyl chloride (25726-04-9) + 1L-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol (129210-16-8,134308-82-0) → 1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol (134221-96-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.67.180

Reference yield:

(1L)-1,2:5,6-Biscyclohexylidene-chiro-inositol (120710-65-8) → 1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol (134221-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88.8 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile / 3 h / Ambient temperature

2: 97 percent / triethylamine, 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1246/bcsj.67.180

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1L-4-O-benzoylformyl-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol (134221-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88.8 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile / 3 h / Ambient temperature

2: 97 percent / triethylamine, 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1246/bcsj.67.180

upstream raw materials:

phenylglyoxylyl chloride

1L-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-chiro-inositol

(1L)-1,2:5,6-Biscyclohexylidene-chiro-inositol

tert-butyldimethylsilyl chloride

Downstream raw materials:

C₃₃H₅₀O₈Si

1L-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-4-O-<(2R)-2-hydroxy-2-phenylacetyl>-chiro-inositol

1L-3-O-(t-butyldimethylsilyl)-1,2:5,6-di-O-cyclohexylidene-4-O-<(2S)-2-hydroxy-2-phenylacetyl>-chiro-inositol

C₃₅H₅₂O₈Si