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

Base Information

Chemical Name:phenylthio 2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside
CAS No.:1421832-71-4
Molecular Formula:C₃₄H₃₄O₅S
Molecular Weight:554.707
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

There total 13 articles about phenylthio 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: 100.0%

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

: 1421832-71-4
phenylthio 2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

Guidance literature:: With methanol; sodium methylate; In tetrahydrofuran; at 20 ℃; for 144h; Inert atmosphere;
DOI:10.1021/jo302455d

Reference yield: 57.0%

: 1421832-69-0
phenylthio 2,3-di-O-benzyl-4-O-pivaloyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

: 1421832-71-4
phenylthio 2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

Guidance literature:: With methanol; sodium methylate; In tetrahydrofuran; at 20 ℃; for 144h; Inert atmosphere;
DOI:10.1021/jo302455d

Reference yield:

: phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

: 1421832-71-4
phenylthio 2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene-4-sulfonic acid / dichloromethane; methanol / 18 h / 20 °C / Inert atmosphere

2.1: pyridine; dmap / 23 h / 20 °C / Inert atmosphere

2.2: 6.5 h / 20 °C / Inert atmosphere

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

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

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

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

7.1: sodium methylate; methanol / tetrahydrofuran / 144 h / 20 °C / Inert atmosphere

With pyridine; methanol; dmap; (triphenylphosphine)copper(I) hydride hexamer; water; sodium methylate; Dess-Martin periodane; toluene-4-sulfonic acid; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane; benzene; 4.1: |Dess-Martin Oxidation;
DOI:10.1021/jo302455d