[1,1-Difluoro-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-phosphonic acid

Base Information

Chemical Name:[1,1-Difluoro-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-phosphonic acid
CAS No.:789467-03-4
Molecular Formula:C₃₅H₃₇F₂O₈P
Molecular Weight:654.645
Hs Code.:

Synonyms:[1,1-Difluoro-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-phosphonic acid

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Chemical Property of [1,1-Difluoro-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-phosphonic acid

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Technology Process of [1,1-Difluoro-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-phosphonic acid

There total 6 articles about [1,1-Difluoro-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-phosphonic acid 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:

: 151076-02-7
benzyl 6-deoxy-6-[(diethylphosphono)difluoromethyl]-2,3,4-tri-O-benzyl-β-D-glucopyranoside

: 789467-03-4
[1,1-Difluoro-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-phosphonic acid

Guidance literature:: With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1021/jo000220v

Reference yield:

: 27851-29-2
benzyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 789467-03-4
[1,1-Difluoro-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-phosphonic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1.5 h / -40 °C

2: 83 percent / LDA / tetrahydrofuran; hexane / 0.25 h / -78 °C

3: TMSBr / CH₂Cl₂ / 48 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; trimethylsilyl bromide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1: sulfonylation / 2: Substitution / 3: Hydrolysis;
DOI:10.1021/jo000220v

Reference yield:

: 151075-88-6
benzyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-β-D-glucopyranoside

: 789467-03-4
[1,1-Difluoro-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-phosphonic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / LDA / tetrahydrofuran; hexane / 0.25 h / -78 °C

2: TMSBr / CH₂Cl₂ / 48 h / 20 °C

With trimethylsilyl bromide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1: Substitution / 2: Hydrolysis;
DOI:10.1021/jo000220v