(2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-oxo)propane-1'',3''-diyl]-myo-inositol

Base Information

• Chemical Name: (2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-oxo)propane-1'',3''-diyl]-myo-inositol
• CAS No.: 221462-10-8
• Molecular Formula: C₂₉H₃₆O₉
• Molecular Weight: 528.599
• Mol file: 221462-10-8.mol

Synonyms:(2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-oxo)propane-1'',3''-diyl]-myo-inositol

Chemical Property of (2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-oxo)propane-1'',3''-diyl]-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-oxo)propane-1'',3''-diyl]-myo-inositol

There total 4 articles about (2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-oxo)propane-1'',3''-diyl]-myo-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: 82.0%

(2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-methylene)propane-1'',3''-diyl]-myo-inositol (221462-09-5) → (2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-oxo)propane-1'',3''-diyl]-myo-inositol (221462-10-8)

Guidance literature:

With ruthenium trichloride; sodium periodate; In water; ethyl acetate; acetonitrile; for 1.5h;

DOI:10.1016/S0040-4039(99)00174-4

Reference yield:

(2'S,3'S)-1D-3,6-di-O-benzyl-4,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-myo-inositol (221462-15-3) → (2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-oxo)propane-1'',3''-diyl]-myo-inositol (221462-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 84 percent / dimethylformamide / 1 h

2.1: 82 percent / NaIO₄; aq. RuCl₃ / ethyl acetate; acetonitrile / 1.5 h / 20 °C

With ruthenium trichloride; sodium periodate; sodium hydride; In ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm0005499

Reference yield:

(2'RS,3'RS)-DL-1,4-di-O-benzyl-5,6-O-(2',3'-dimethoxybutane-2',3'-diyl)-myo-inositol → (2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-oxo)propane-1'',3''-diyl]-myo-inositol (221462-10-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 36 percent / DCC; DMAP / CH₂Cl₂ / 1 h / -20 °C

2.1: 95 percent / NaOH / methanol / 1 h / Heating

3.1: NaH / dimethylformamide / 0.5 h / 20 °C

3.2: 84 percent / dimethylformamide / 1 h

4.1: 82 percent / NaIO₄; aq. RuCl₃ / ethyl acetate; acetonitrile / 1.5 h / 20 °C

With dmap; ruthenium trichloride; sodium hydroxide; sodium periodate; sodium hydride; dicyclohexyl-carbodiimide; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm0005499

upstream raw materials:

(2'S,3'S)-1D-3,6-di-O-benzyl-4,5-(2',3'-dimethoxybutane-2',3'-diyl)-1,2-O-[(2''-methylene)propane-1'',3''-diyl]-myo-inositol

(2'S,3'S)-1D-3,6-di-O-benzyl-4,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-myo-inositol

(2'S,3'S)-1D-1-O-[(S)-(+)-O-acetylmandelyl]-3,6-di-O-benzyl-4,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-myo-inositol

Downstream raw materials:

(2'R)-1D-3,6-di-O-benzyl-1,2-O-[(2'-hydroxy)propane-1',3'-diyl]-myo-inositol

(2'S)-1D-3,6-di-O-benzyl-1,2-O-[(2'-hydroxy)propane-1',3'-diyl]-myo-inositol

(2'R)-1D-3,6-di-O-benzyl-4,5-bis-O-[di(benzyloxy)phosphoryl]-1,2-O-{2'-[di(benzyloxy)phosphoryloxy]propane-1',3'-diyl}-myo-inositol

(2'S)-1D-3,6-di-O-benzyl-4,5-bis-O-[di(benzyloxy)phosphoryl]-1,2-O-{2'-[di(benzyloxy)phosphoryloxy]propane-1',3'-diyl}-myo-inositol