phenyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-D-mannopyranoside

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Chemical Name:phenyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-D-mannopyranoside
CAS No.:931095-39-5
Molecular Formula:C₂₆H₂₅FO₄S
Molecular Weight:452.547
Hs Code.:

Synonyms:phenyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-D-mannopyranoside

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Chemical Property of phenyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-D-mannopyranoside

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Technology Process of phenyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-D-mannopyranoside

There total 8 articles about phenyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-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: 82.0%

: 931095-55-5
phenyl 4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-D-mannopyranoside

: 100-39-0
benzyl bromide

: 931095-39-5
phenyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.1021/jo062294y

Reference yield:

: 931095-52-2
(2R,3R,4S,5R,6S)-4-fluoro-2-(hydroxymethyl)-6-phenylsulfanyl-tetrahydropyran-3,5-diol

: 931095-39-5
phenyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / CSA / dimethylformamide / 5 h / 50 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

3: 170 mg / L-selectride / tetrahydrofuran / 0.33 h / -78 °C

4: 82 percent / sodium hydride / dimethylformamide / 6 h / 20 °C

With camphor-10-sulfonic acid; L-Selectride; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Dess-Martin oxidation;
DOI:10.1021/jo062294y

Reference yield:

: 8-fluoro-2-phenyl-6-phenylsulfanyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one

: 931095-39-5
phenyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-fluoro-1-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 170 mg / L-selectride / tetrahydrofuran / 0.33 h / -78 °C

2: 82 percent / sodium hydride / dimethylformamide / 6 h / 20 °C

With L-Selectride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo062294y