phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside
• CAS No.: 1352561-95-5
• Molecular Formula: C₃₇H₃₂O₆S
• Molecular Weight: 604.723

Synonyms:phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

Chemical Property of phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

There total 3 articles about phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-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: 84.0%

phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside (1352561-94-4) + benzoyl chloride (98-88-4) → phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside (1352561-95-5)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃;

DOI:10.1021/jo201586r

Reference yield:

2-bromomethylnaphthyl bromide (939-26-4) → phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside (1352561-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: di(n-butyl)tin oxide / toluene / 3 h / Reflux

1.2: 20 °C

2.1: pyridine; dmap / dichloromethane / 20 °C

With pyridine; dmap; di(n-butyl)tin oxide; In dichloromethane; toluene;

DOI:10.1021/jo201586r

Reference yield:

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (71676-30-7,87508-18-7,138922-03-9,87508-17-6) → phenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside (1352561-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: di(n-butyl)tin oxide / toluene / 3 h / Reflux

1.2: 20 °C

2.1: pyridine; dmap / dichloromethane / 20 °C

With pyridine; dmap; di(n-butyl)tin oxide; In dichloromethane; toluene;

DOI:10.1021/jo201586r

upstream raw materials:

phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

benzoyl chloride

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

2-bromomethylnaphthyl bromide

Downstream raw materials:

C₄₄H₃₈O₇S

phenyl 2-O-benzoyl-4-O-benzyl-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

C₃₃H₃₀O₇S

phenyl 2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

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