methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside
CAS No.:221545-53-5
Molecular Formula:C₄₃H₄₇O₈P
Molecular Weight:722.815
Hs Code.:

Synonyms:methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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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 methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 3 articles about methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-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: 70.0%

: 19236-58-9
dibenzyl methylphosphonate

: 221545-35-3
((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate

: 221545-53-5
methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 1.) THF, -78 deg C, 5 min; 2.) THF, -78 deg C, 20 min;
DOI:10.1016/S0040-4039(99)00077-5

Reference yield:

: 34212-64-1,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 221545-53-5
methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1.5 h / -40 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 68 percent / tetrahydrofuran; hexane / 1 h / -78 °C

With n-butyllithium; 2,6-di-tert-butyl-4-methylpyridine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol0479444

Reference yield:

: 125028-87-7
sodium dibenzyl phosphite

: 221545-53-5
methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent

2: 70 percent / 1.) n-BuLi, HMPA / 1.) THF, -78 deg C, 5 min; 2.) THF, -78 deg C, 20 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium;
DOI:10.1016/S0040-4039(99)00077-5