dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside

Base Information

• Chemical Name: dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside
• CAS No.: 374726-38-2
• Molecular Formula: C₂₆H₃₁O₁₁P
• Molecular Weight: 550.499
• Mol file: 374726-38-2.mol

Synonyms:dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside

Chemical Property of dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside

There total 6 articles about dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside 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:

Acetic acid (3S,4R,5R,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphanyloxy)-6-methyl-tetrahydro-pyran-3-yl ester (149717-37-3) → dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside (374726-38-2)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; for 1.5h; Ambient temperature;

Reference yield:

dibenzyl N,N-diethylphosphoramidite (67746-43-4) → dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside (374726-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2,4-triazole / CH₂Cl₂ / 2 h / Ambient temperature

2: 30percent H₂O₂ / tetrahydrofuran / 1.5 h / Ambient temperature

With 1,2,4-Triazole; dihydrogen peroxide; In tetrahydrofuran; dichloromethane;

Reference yield:

1,2,3,4-tetra-O-acetyl-L-fucopyranose (7404-35-5,17081-04-8,20853-37-6,27821-10-9,27821-11-0,30021-94-4,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,24332-95-4) → dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside (374726-38-2)

Guidance literature:

Multi-step reaction with 3 steps

1: BnNH₂ / tetrahydrofuran / Ambient temperature

2: 1,2,4-triazole / CH₂Cl₂ / 2 h / Ambient temperature

3: 30percent H₂O₂ / tetrahydrofuran / 1.5 h / Ambient temperature

With 1,2,4-Triazole; dihydrogen peroxide; benzylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide

tetra-n-butylammonium dibenzyl phosphate

Acetic acid (3S,4R,5R,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphanyloxy)-6-methyl-tetrahydro-pyran-3-yl ester

dibenzyl N,N-diethylphosphoramidite

Downstream raw materials:

L-fucose-1-phosphate

C₂₇H₂₅O₁₁P

guanosine-5'-diphospho-β-L-fucose

Refernces

• 1、 Gokhale,Hindsgaul,Palcic. "Chemical synthesis of GDP-fucose analogs and their utilization by the Lewis α(1→4) fucosyltransferase". . p. 1063 - 1071. Retrieved 2007/10/02.