benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside

Base Information

Chemical Name:benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside
CAS No.:1554005-06-9
Molecular Formula:C₄₉H₅₁O₉P
Molecular Weight:814.912
Hs Code.:

Synonyms:benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside

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Chemical Property of benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside

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Technology Process of benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside

There total 13 articles about benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside 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:

: C₄₉H₅₁O₈P

: 1554005-06-9
benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside

Guidance literature:: With tert.-butylhydroperoxide; In decane; at -20 - 20 ℃;
DOI:10.1016/j.bmc.2013.12.019

Reference yield:

: 1554004-98-6
benzyl 7-O-tetra-butyldiphenylsilyl-6-O-(phenorythiocarbonyl)-2,3,4-O-tri-benzyl-D-glycero-α-D-mannoheptopyranoside

: 1554005-06-9
benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / hexane; toluene / 4 h / 60 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

3.1: 1H-tetrazole / dichloromethane; acetonitrile / 0.5 h / 20 °C / Molecular sieve

3.2: 2 h / 20 °C

4.1: tert.-butylhydroperoxide / decane / -20 - 20 °C

With 1H-tetrazole; tert.-butylhydroperoxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; In tetrahydrofuran; decane; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.bmc.2013.12.019

Reference yield:

: 102046-36-6
(2S,3S,4S,5S,6S)-3,4,5,6-tetrabenzyloxytetrahydropyran-2-carbaldehyde

: 1554005-06-9
benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -40 °C / Inert atmosphere

1.2: 5 h / -40 - 20 °C

2.1: water; 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone / 4 h / 20 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 0 - 20 °C

4.1: dmap / acetonitrile / 5 h / 60 °C / Inert atmosphere

5.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / hexane; toluene / 4 h / 60 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

7.1: 1H-tetrazole / dichloromethane; acetonitrile / 0.5 h / 20 °C / Molecular sieve

7.2: 2 h / 20 °C

8.1: tert.-butylhydroperoxide / decane / -20 - 20 °C

With 1H-imidazole; 1H-tetrazole; tert.-butylhydroperoxide; dmap; osmium(VIII) oxide; n-butyllithium; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; decane; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination;
DOI:10.1016/j.bmc.2013.12.019