methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-glycero-α-D-manno-heptopyranoside

Base Information

Chemical Name:methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-glycero-α-D-manno-heptopyranoside
CAS No.:222628-84-4
Molecular Formula:C₅₀H₅₃O₁₀P
Molecular Weight:844.939
Hs Code.:

Synonyms:methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-glycero-α-D-manno-heptopyranoside

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Chemical Property of methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-glycero-α-D-manno-heptopyranoside

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Technology Process of methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-glycero-α-D-manno-heptopyranoside

There total 9 articles about methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-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: 60.0%

: 1623-08-1
phosphoric acid dibenzyl ester

: methyl 2,3,4,6-tetra-O-benzyl-L-glycero-D-manno-heptopyranoside

: 222628-84-4
methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: With triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1002/chem.201100396

Reference yield:

: 40653-15-4
methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside

: 222628-84-4
methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 45 percent / Mg / tetrahydrofuran / 20 - 24 °C

2: 94 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature

3: 91 percent / PdCl₂ / ethanol; methanol

4: 1.) PCl₃, imidazole, Et₃N; 2.) m-chloroperbenzoic acid / 1.) CH₂Cl₂, 0 deg C, 40 min; 2.) CH₂Cl₂, 1.5 h, RT

With 1H-imidazole; sodium hydride; magnesium; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium dichloride; phosphorus trichloride; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00271-7

Reference yield:

: 100-39-0
benzyl bromide

: 222628-84-4
methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature

2: 91 percent / PdCl₂ / ethanol; methanol

3: 1.) PCl₃, imidazole, Et₃N; 2.) m-chloroperbenzoic acid / 1.) CH₂Cl₂, 0 deg C, 40 min; 2.) CH₂Cl₂, 1.5 h, RT

With 1H-imidazole; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium dichloride; phosphorus trichloride; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00271-7