2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal

Base Information

• Chemical Name: 2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal
• CAS No.: 692740-50-4
• Molecular Formula: C₃₁H₄₀O₄S₂
• Molecular Weight: 540.788
• Mol file: 692740-50-4.mol

Synonyms:2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal

Chemical Property of 2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal

There total 7 articles about 2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal 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: 75.0%

methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside (156769-28-7) + ethanethiol (75-08-1) → 2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal (692740-50-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;

DOI:10.1021/jo035789l

Reference yield: 28.0%

ethanethiol (75-08-1) + 2,3,4-tri-O-benzyl-6-deoxy-D-galactopyranose → C31H40O4S2 (1417781-39-5) + ethyl 2,3,4-tri-O-benzyl-6-deoxy-1-thio-β-D-galactopyranoside (116514-50-2,116391-11-8) + ethyl 2,3,5-tri-O-benzyl-6-deoxy-α-D-thiogalactopyranoside (116391-11-8) + 2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal (692740-50-4)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 16h;

DOI:10.1002/ejoc.201200938

Reference yield:

methyl 2,3-di-O-benzyl-4-deoxy-β-L-threo-pent-4-enopyranoside (50711-27-8) → 2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal (692740-50-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / dimethyldioxirane / CH₂Cl₂; acetone / 4 h / -55 °C

2: hexane; toluene / 0.25 h / -78 °C

3: 79 percent / NaH / dimethylformamide / 1 h / 20 °C

4: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

With boron trifluoride diethyl etherate; 3,3-dimethyldioxirane; sodium hydride; In hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1021/jo035789l

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside

ethanethiol

methyl 2,3-di-O-benzyl-4-deoxy-β-L-threo-pent-4-enopyranoside

Methyl-2,3-di-O-benzyl-6-desoxy-α-D-galactopyranosid

Downstream raw materials:

methyl 2-acetamido-2-deoxy-3,6-di-O-benzyl-4-O-[3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-D-fucopyranosyl)-β-L-galactopyranosyl]-β-L-glucopyranoside

methyl 2,3,4-tri-O-benzyl-6-deoxy-β-L-altropyranoside

methyl 2,3,4-tri-O-benzyl-6-deoxy-α-L-altropyranoside

5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal