ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-galactopyranoside
• CAS No.: 1264737-82-7
• Molecular Formula: C₃₂H₃₈O₅S
• Molecular Weight: 534.717
• Mol file: 1264737-82-7.mol

Synonyms:ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-galactopyranoside

Chemical Property of ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-galactopyranoside

There total 4 articles about ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-galactopyranoside 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: 92.0%

1-C-acetyl-3,4,6-tri-O-benzyl-1,2-cyclopropane-1,2-deoxy-α-D-galactopyranose (1206157-59-6) + ethanethiol (75-08-1) → ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-galactopyranoside (1264737-82-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -20 - 20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo1016579

Reference yield:

3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-talopyranosyl)-propene (1206157-57-4) → ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-galactopyranoside (1264737-82-7)

Guidance literature:

Multi-step reaction with 3 steps

1: Jones reagent; mercury(II) diacetate / water; acetone / 16 h / 0 - 20 °C

2: potassium carbonate / dimethyl sulfoxide / 2 h / 70 °C

3: boron trifluoride diethyl etherate / dichloromethane / -20 - 20 °C / Inert atmosphere; Molecular sieve

With Jones reagent; boron trifluoride diethyl etherate; mercury(II) diacetate; potassium carbonate; In dichloromethane; water; dimethyl sulfoxide; acetone;

DOI:10.1021/jo1016579

Reference yield:

1-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-talopyranosyl)-acetone (1206157-58-5) → ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-galactopyranoside (1264737-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dimethyl sulfoxide / 2 h / 70 °C

2: boron trifluoride diethyl etherate / dichloromethane / -20 - 20 °C / Inert atmosphere; Molecular sieve

With boron trifluoride diethyl etherate; potassium carbonate; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo1016579

upstream raw materials:

3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-talopyranosyl)-propene

1-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-talopyranosyl)-acetone

1-C-acetyl-3,4,6-tri-O-benzyl-1,2-cyclopropane-1,2-deoxy-α-D-galactopyranose

ethanethiol