phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

Base Information

Chemical Name:phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside
CAS No.:1421832-70-3
Molecular Formula:C₄₁H₃₈O₆S
Molecular Weight:658.815
Hs Code.:

Synonyms:phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

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Chemical Property of phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

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Technology Process of phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

There total 6 articles about phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside 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: 66.0%

: 1421832-67-8
(E)-phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-6-eno-8-ulo-pyranoside

: 1421832-70-3
phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

Guidance literature:: With (triphenylphosphine)copper(I) hydride hexamer; water; In benzene; for 0.5h; chemoselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1021/jo302455d

Reference yield:

: 1421832-60-1
phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-α-D-mannopyranoside

: 1421832-70-3
phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid; trifluoroacetic anhydride / dichloromethane / 4 °C / Inert atmosphere

2: Dess-Martin periodane / dichloromethane / 22 h / 20 °C / Inert atmosphere

3: dichloromethane / 22 h / 20 °C / Inert atmosphere

4: (triphenylphosphine)copper(I) hydride hexamer; water / benzene / 0.5 h / Schlenk technique; Inert atmosphere

With (triphenylphosphine)copper(I) hydride hexamer; water; Dess-Martin periodane; trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; benzene; 2: |Dess-Martin Oxidation;
DOI:10.1021/jo302455d

Reference yield:

: 1421832-64-5
phenylthio 2,3-di-O-benzyl-4-O-benzoyl-α-D-mannopyranoside

: 1421832-70-3
phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 22 h / 20 °C / Inert atmosphere

2: dichloromethane / 22 h / 20 °C / Inert atmosphere

3: (triphenylphosphine)copper(I) hydride hexamer; water / benzene / 0.5 h / Schlenk technique; Inert atmosphere

With (triphenylphosphine)copper(I) hydride hexamer; water; Dess-Martin periodane; In dichloromethane; benzene; 1: |Dess-Martin Oxidation;
DOI:10.1021/jo302455d