phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside

Base Information

• Chemical Name: phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside
• CAS No.: 922183-05-9
• Molecular Formula: C₃₁H₃₅O₈PS
• Molecular Weight: 598.654
• Mol file: 922183-05-9.mol

Synonyms:phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside

Chemical Property of phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside

There total 2 articles about phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside 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:

2-chloro-5,5-dimethyl[1,3,2]dioxaphosphinane 2-oxide (4090-55-5) + phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (158716-07-5) → phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside (922183-05-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1002/anie.200602699

Reference yield:

2,2-Dimethyl-1,3-propanediol (126-30-7) → phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside (922183-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / phosphorus oxychloride; triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

2: 1.38 g / NaH / various solvent(s); tetrahydrofuran / 4 h / 20 °C

With sodium hydride; triethylamine; trichlorophosphate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.200602699

Reference yield:

phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside (922183-05-9) → C31H37O8PS (922183-08-2)

Guidance literature:

phenyl 3-O-benzyl-4,6-O-benzylidene-3-2-O-(2,2-dimethyltrimethylene phosphornoyl)-α-D-thiomannopyranoside; With triethylsilane; 4 A molecular sieve; In dichloromethane; for 1h;

With water; sodium hydrogencarbonate; In dichloromethane; Further stages.;

DOI:10.1002/anie.200602699

upstream raw materials:

2-chloro-5,5-dimethyl[1,3,2]dioxaphosphinane 2-oxide

phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

2,2-Dimethyl-1,3-propanediol

Downstream raw materials:

C₃₁H₃₇O₈PS