methyl 2,3-di-S,O-acetyl-4,6-O-(phenylmethylene)-2-thio-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 2,3-di-S,O-acetyl-4,6-O-(phenylmethylene)-2-thio-α-D-mannopyranoside
• CAS No.: 144607-21-6
• Molecular Formula: C₁₈H₂₂O₇S
• Molecular Weight: 382.434
• Mol file: 144607-21-6.mol

Synonyms:methyl 2,3-di-S,O-acetyl-4,6-O-(phenylmethylene)-2-thio-α-D-mannopyranoside

Chemical Property of methyl 2,3-di-S,O-acetyl-4,6-O-(phenylmethylene)-2-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-di-S,O-acetyl-4,6-O-(phenylmethylene)-2-thio-α-D-mannopyranoside

There total 1 articles about methyl 2,3-di-S,O-acetyl-4,6-O-(phenylmethylene)-2-thio-α-D-mannopyranoside 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: 85.0%

4,6-O-benzylidene-1-O-methyl-2-O-trifluoromethylsulfonate-α-D-glucopyranoside (129217-24-9) + potassium thioacetate (10387-40-3) → methyl 2,3-di-S,O-acetyl-4,6-O-(phenylmethylene)-2-thio-α-D-mannopyranoside (144607-21-6)

Guidance literature:

In N,N-dimethyl-formamide; at 23 ℃; for 2h;

DOI:10.1021/jo00052a058

Reference yield:

methyl 2,3-di-S,O-acetyl-4,6-O-(phenylmethylene)-2-thio-α-D-mannopyranoside (144607-21-6) → C30H46O16S5

Guidance literature:

Multi-step reaction with 4 steps

1: AcCl / methanol / 1 h / 20 °C

2: 978 mg / pyridine / 0.5 h

3: 26 mg / BF₃*OEt₂ / CH₂Cl₂ / 36 h / 20 °C

4: 12 percent / NaOCH₃; methanol / 1.33 h / 23 °C

With pyridine; methanol; boron trifluoride diethyl etherate; sodium methylate; acetyl chloride; In methanol; dichloromethane;

DOI:10.1021/ol990702x

Reference yield:

methyl 2,3-di-S,O-acetyl-4,6-O-(phenylmethylene)-2-thio-α-D-mannopyranoside (144607-21-6) → phenyl 2,3,4,6-tetra-S,O,O,O-acetyl-1,2-dithio-α-D-mannopyranoside (240811-30-7)

Guidance literature:

Multi-step reaction with 3 steps

1: AcCl / methanol / 1 h / 20 °C

2: 978 mg / pyridine / 0.5 h

3: 26 mg / BF₃*OEt₂ / CH₂Cl₂ / 36 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; acetyl chloride; In methanol; dichloromethane;

DOI:10.1021/ol990702x

upstream raw materials:

4,6-O-benzylidene-1-O-methyl-2-O-trifluoromethylsulfonate-α-D-glucopyranoside

potassium thioacetate

Downstream raw materials:

phenyl 2,3,4,6-tetra-S,O,O,O-acetyl-1,2-dithio-α-D-mannopyranoside

C₁₈H₂₆O₈S₃