2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl di-n-butyl phosphate

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl di-n-butyl phosphate
• CAS No.: 90358-03-5
• Molecular Formula: C₄₂H₅₃O₉P
• Molecular Weight: 732.851
• Mol file: 90358-03-5.mol

Synonyms:2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl di-n-butyl phosphate

Chemical Property of 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl di-n-butyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl di-n-butyl phosphate

There total 5 articles about 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl di-n-butyl 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: 88.0%

ethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (125411-99-6) + dibutyl phosphate (107-66-4) → 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl di-n-butyl phosphate (90358-03-5)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.8b04525

Reference yield: 18.0%

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate (90358-01-3) + dibutyl phosphate (107-66-4) → Dibutyl(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)phosphat (90358-02-4) + 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl di-n-butyl phosphate (90358-03-5)

Guidance literature:

In dichloromethane; for 2h;

Reference yield:

ethyl 1-thio-β-D-galactopyranoside (56245-60-4,686299-00-3) → 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl di-n-butyl phosphate (90358-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5 h / -10 - 20 °C / Inert atmosphere

1.2: 17 h / 20 °C / Inert atmosphere

2.1: trifluorormethanesulfonic acid; N-iodo-succinimide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With N-iodo-succinimide; trifluorormethanesulfonic acid; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jacs.8b04525

upstream raw materials:

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate

dibutyl phosphate

ethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

β-D-galactose peracetate

Downstream raw materials:

C₉₃H₁₀₂Cl₃NO₁₈Si

1-O-isopropyl-2,3,4,6-tetra-O-benzyl-β-D-galactopyranose

1-O-isopropyl-2,3,4,6-tetra-O-benzyl-α-D-galactopyranose