7,8-dideoxy-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

Base Information

• Chemical Name: 7,8-dideoxy-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol
• CAS No.: 233255-51-1
• Molecular Formula: C₂₅H₃₄O₆
• Molecular Weight: 430.541
• Mol file: 233255-51-1.mol

Synonyms:7,8-dideoxy-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

Chemical Property of 7,8-dideoxy-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7,8-dideoxy-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

There total 1 articles about 7,8-dideoxy-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol 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: 93.0%

7,8-dideoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol (233255-50-0) → 7,8-dideoxy-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol (233255-51-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(99)00769-8

Reference yield: 85.0%

7,8-dideoxy-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol (233255-51-1) → (2S,3S,4R,5R,6R)-3,6-Bis-benzyloxy-2,4,5-trimethoxy-oct-7-enal

Guidance literature:

With molecular sieve; sodium acetate; pyridinium chlorochromate;

DOI:10.1016/S0040-4039(99)00769-8

Reference yield:

7,8-dideoxy-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol (233255-51-1) → 1,7,8-trideoxy-2,4,5-tri-O-methyl-1-[oxido(phenylmethyl)imino]-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / PCC; AcONa; molecular sieves / CH₂Cl₂ / 4 h / 20 °C

2: 74 percent / pyridine / CH₂Cl₂ / 12 h / Heating

With pyridine; molecular sieve; sodium acetate; pyridinium chlorochromate; In dichloromethane;

DOI:10.1081/CAR-120004333

upstream raw materials:

7,8-dideoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-2,4,5-tri-O-methyl-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol