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

Base Information

• Chemical Name: ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-glucopyranoside
• CAS No.: 1201897-36-0
• Molecular Formula: C₃₂H₃₈O₅S
• Molecular Weight: 534.717
• Mol file: 1201897-36-0.mol

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

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

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-glucopyranoside

There total 3 articles about ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-glucopyranoside 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: 87.0%

3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone (857419-66-0) + ethanethiol (75-08-1) → ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-glucopyranoside (1201897-36-0)

Guidance literature:

With potassium carbonate; In methanol; at 70 ℃; for 2h;

DOI:10.1021/jo1016579

Reference yield:

1-(3',4',6'-tri-O-benzyl-α-D-mannopyranosyl)prop-2-ene (767340-70-5) → ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-glucopyranoside (1201897-36-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 20 °C

2: Jones reagent; mercury(II) diacetate / water; acetone / 6 h / 0 °C

3: potassium carbonate / methanol / 2 h / 70 °C

With pyridine; Jones reagent; mercury(II) diacetate; potassium carbonate; In methanol; dichloromethane; water; acetone;

DOI:10.1021/jo1016579

Reference yield:

3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-propene (857419-61-5) → ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-glucopyranoside (1201897-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Jones reagent; mercury(II) diacetate / water; acetone / 6 h / 0 °C

2: potassium carbonate / methanol / 2 h / 70 °C

With Jones reagent; mercury(II) diacetate; potassium carbonate; In methanol; water; acetone;

DOI:10.1021/jo1016579

upstream raw materials:

1-(3',4',6'-tri-O-benzyl-α-D-mannopyranosyl)prop-2-ene

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

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

ethanethiol

Downstream raw materials:

C₄₅H₅₃NO₁₀

C₄₅H₅₃NO₁₀