phenyl 1-deoxy-7-O-dibenzyloxyphosphoryl-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

Base Information

Chemical Name:phenyl 1-deoxy-7-O-dibenzyloxyphosphoryl-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside
CAS No.:1345664-77-8
Molecular Formula:C₅₅H₅₅O₉PS
Molecular Weight:923.076
Hs Code.:

Synonyms:phenyl 1-deoxy-7-O-dibenzyloxyphosphoryl-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

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Chemical Property of phenyl 1-deoxy-7-O-dibenzyloxyphosphoryl-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

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Technology Process of phenyl 1-deoxy-7-O-dibenzyloxyphosphoryl-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

There total 8 articles about phenyl 1-deoxy-7-O-dibenzyloxyphosphoryl-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside 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: 90.0%

: 1623-08-1
phosphoric acid dibenzyl ester

: 1345664-76-7
phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

: 1345664-77-8
phenyl 1-deoxy-7-O-dibenzyloxyphosphoryl-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

Guidance literature:: With triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1002/chem.201100396

Reference yield:

: C₅₀H₆₂O₆SSi

: 1345664-77-8
phenyl 1-deoxy-7-O-dibenzyloxyphosphoryl-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere

2: triethylamine; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 2: Mitsunobu reaction;
DOI:10.1002/chem.201100396

Reference yield:

: 1378358-06-5
phenyl 2,3,4-tri-O-benzyl-7-O-triisopropylsilyl-1-thio-D-glycero-α-D-mannoheptopyranoside

: 1345664-77-8
phenyl 1-deoxy-7-O-dibenzyloxyphosphoryl-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere

3.1: triethylamine; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; 3.1: Mitsunobu reaction;
DOI:10.1002/chem.201100396