(3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate

Base Information

• Chemical Name: (3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate
• CAS No.: 188783-82-6
• Molecular Formula: C₂₄H₂₈FO₉P
• Molecular Weight: 510.453
• Mol file: 188783-82-6.mol

Synonyms:(3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate

Chemical Property of (3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate

There total 3 articles about (3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate 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: 99.0%

→ 3,4-di-O-acetyl-2,6-dideoxy-2-fluoro-α-L-galactopyranosyl bromide (186186-65-2) + (3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate (188783-82-6)

Guidance literature:

Reference yield: 92.0%

phosphoric acid dibenzyl ester (1623-08-1) + 3,4-di-O-acetyl-2,6-dideoxy-2-fluoro-α-L-galactopyranosyl bromide (186186-65-2) → (3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate (188783-82-6)

Guidance literature:

With silver (II) carbonate; 3 A molecular sieve; In diethyl ether; dichloromethane; acetonitrile; for 21h; Ambient temperature;

DOI:10.1016/S0968-0896(96)00258-1

Reference yield:

(3S,4R,5R,6S)-3-fluoro-6-methyl-tetrahydro-2H-pyran-2,4,5-triyl triacetate (188783-78-0) → (3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate (188783-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / 33percent HBr, AcOH, Ac₂O / CH₂Cl₂ / 2 h / 0 °C

2: 92 percent / 3 A molecular sieves, AgCO₃ / CH₂Cl₂; diethyl ether; acetonitrile / 21 h / Ambient temperature

With silver (II) carbonate; 3 A molecular sieve; hydrogen bromide; acetic anhydride; acetic acid; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1016/S0968-0896(96)00258-1

upstream raw materials:

phosphoric acid dibenzyl ester

3,4-di-O-acetyl-2,6-dideoxy-2-fluoro-α-L-galactopyranosyl bromide

(3S,4R,5R,6S)-3-fluoro-6-methyl-tetrahydro-2H-pyran-2,4,5-triyl triacetate