methyl 2-O-benzyl-6-deoxy-6-diphenoxyphosphinyl-3,4-O-isopropylidene-β-D-galactoside

Base Information

• Chemical Name: methyl 2-O-benzyl-6-deoxy-6-diphenoxyphosphinyl-3,4-O-isopropylidene-β-D-galactoside
• CAS No.: 934619-27-9
• Molecular Formula: C₂₉H₃₃O₈P
• Molecular Weight: 540.55
• Mol file: 934619-27-9.mol

Synonyms:methyl 2-O-benzyl-6-deoxy-6-diphenoxyphosphinyl-3,4-O-isopropylidene-β-D-galactoside

Chemical Property of methyl 2-O-benzyl-6-deoxy-6-diphenoxyphosphinyl-3,4-O-isopropylidene-β-D-galactoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-benzyl-6-deoxy-6-diphenoxyphosphinyl-3,4-O-isopropylidene-β-D-galactoside

There total 3 articles about methyl 2-O-benzyl-6-deoxy-6-diphenoxyphosphinyl-3,4-O-isopropylidene-β-D-galactoside 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: 81.0%

isopropyl diphenyl phosphite (7330-17-8) + methyl 2-O-benzyl-6-deoxy-6-iodo-3,4-O-isopropylidene-β-D-galactopyranoside (207602-77-5) → methyl 2-O-benzyl-6-deoxy-6-diphenoxyphosphinyl-3,4-O-isopropylidene-β-D-galactoside (934619-27-9)

Guidance literature:

at 180 ℃; for 96h;

DOI:10.1039/b616450a

Reference yield:

phenol (108-95-2,27073-41-2) → methyl 2-O-benzyl-6-deoxy-6-diphenoxyphosphinyl-3,4-O-isopropylidene-β-D-galactoside (934619-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 percent / triethylamine; phosphorus trichloride / diethyl ether / 20 °C

2: 81 percent / 96 h / 180 °C

With triethylamine; phosphorus trichloride; In diethyl ether; 2: Michaelis-Arbuzov reaction;

DOI:10.1039/b616450a

Reference yield:

O,O-diphenyl N-dimethylamidophosphite (19620-78-1) → methyl 2-O-benzyl-6-deoxy-6-diphenoxyphosphinyl-3,4-O-isopropylidene-β-D-galactoside (934619-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / 1H-tetrazole / 1,2-dimethoxy-ethane / 7 h / 20 °C

2: 81 percent / 96 h / 180 °C

With 1H-tetrazole; In 1,2-dimethoxyethane; 2: Michaelis-Arbuzov reaction;

DOI:10.1039/b616450a

upstream raw materials:

isopropyl diphenyl phosphite

methyl 2-O-benzyl-6-deoxy-6-iodo-3,4-O-isopropylidene-β-D-galactopyranoside

O,O-diphenyl N-dimethylamidophosphite

phenol

Downstream raw materials:

methyl 2-O-benzyl-6-dibenzyloxyphosphinyl-6-deoxy-3,4-O-isopropylidene-β-D-galactoside

Refernces