phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside

Base Information

• Chemical Name: phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside
• CAS No.: 175978-40-2
• Molecular Formula: C₃₃H₃₀O₆S
• Molecular Weight: 554.664
• Mol file: 175978-40-2.mol

Synonyms:phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside

Chemical Property of phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside

There total 8 articles about phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside 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: 96.0%

benzoyl chloride (98-88-4) + phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside (176198-42-8) → phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside (175978-40-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/0008-6215(95)00346-0

Reference yield: 79.0%

benzaldehyde dimethyl acetal (1125-88-8) + phenyl 2-O-benzoyl-3-O-benzyl-4,6-dihydroxylthio-α-L-idopyranoside (175978-41-3) → phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside (175978-40-2)

Guidance literature:

With CSA; In N,N-dimethyl-formamide; at 60 ℃; for 5h;

DOI:10.1021/jo400467g

Reference yield:

benzaldehyde (100-52-7) → phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside (175978-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / 3 h / Ambient temperature

2: 96 percent / Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/0008-6215(95)00346-0

upstream raw materials:

benzoyl chloride

phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside

benzaldehyde

thiophenol

Downstream raw materials:

phenyl 2-O-benzoyl-3-O-benzyl-4,6-dihydroxylthio-α-L-idopyranoside

4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)pentyl)carbamate

phenyl 2-O-benzoyl-3,6-di-O-benzyl-1-thio-α-L-idopyranoside

phenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-1-thio-α-L-idopyranoside