dibenzyl [(1,3-di-O-acetylresorcin-4-yl)(2,3-di-O-acetyl-1-deoxy-β-D-ribofuranosid-5-yl)] phosphate

Base Information

Chemical Name:dibenzyl [(1,3-di-O-acetylresorcin-4-yl)(2,3-di-O-acetyl-1-deoxy-β-D-ribofuranosid-5-yl)] phosphate
CAS No.:284036-86-8
Molecular Formula:C₃₃H₃₅O₁₃P
Molecular Weight:670.607
Hs Code.:

Synonyms:dibenzyl [(1,3-di-O-acetylresorcin-4-yl)(2,3-di-O-acetyl-1-deoxy-β-D-ribofuranosid-5-yl)] phosphate

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Chemical Property of dibenzyl [(1,3-di-O-acetylresorcin-4-yl)(2,3-di-O-acetyl-1-deoxy-β-D-ribofuranosid-5-yl)] phosphate

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Technology Process of dibenzyl [(1,3-di-O-acetylresorcin-4-yl)(2,3-di-O-acetyl-1-deoxy-β-D-ribofuranosid-5-yl)] phosphate

There total 5 articles about dibenzyl [(1,3-di-O-acetylresorcin-4-yl)(2,3-di-O-acetyl-1-deoxy-β-D-ribofuranosid-5-yl)] phosphate 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: 85.0%

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 284036-89-1
1,3-di-O-acetyl-4-(2,3-di-O-acetyl-β-D-ribofuranosyl)resorcinol

: 284036-86-8
dibenzyl [(1,3-di-O-acetylresorcin-4-yl)(2,3-di-O-acetyl-1-deoxy-β-D-ribofuranosid-5-yl)] phosphate

Guidance literature:: Dibenzyl N,N-diisopropylphosphoramidite; 1,3-di-O-acetyl-4-(2,3-di-O-acetyl-β-D-ribofuranosyl)resorcinol; With 1H-tetrazole; In dichloromethane; acetonitrile; for 0.333333h;

With tert.-butylhydroperoxide; In dichloromethane; toluene; acetonitrile; for 0.333333h; Further stages.;
DOI:10.1002/(SICI)1099-0690(200004)2000:8<1467::AID-EJOC1467>3.0.CO;2-E

Reference yield:

: 55583-08-9
NSC₂₇₇₅₆₇

: 284036-86-8
dibenzyl [(1,3-di-O-acetylresorcin-4-yl)(2,3-di-O-acetyl-1-deoxy-β-D-ribofuranosid-5-yl)] phosphate

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole / dimethylformamide / 12 h

2.1: pyridine / 12 h

3.1: 70 percent / acetic acid; H₂O / 5 h / Heating

4.1: 1H-tetrazole / acetonitrile; CH₂Cl₂ / 0.33 h

4.2: 85 percent / t-BuOOH / acetonitrile; CH₂Cl₂; toluene / 0.33 h

With 1H-imidazole; 1H-tetrazole; In pyridine; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 2.1: Acetylation / 3.1: Substitution / 4.1: Esterification / 4.2: Oxidation;
DOI:10.1002/(SICI)1099-0690(200004)2000:8<1467::AID-EJOC1467>3.0.CO;2-E

Reference yield:

: (2R,3S,4R,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(2,4-dihydroxy-phenyl)-tetrahydro-furan-3,4-diol

: 284036-86-8
dibenzyl [(1,3-di-O-acetylresorcin-4-yl)(2,3-di-O-acetyl-1-deoxy-β-D-ribofuranosid-5-yl)] phosphate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 12 h

2.1: 70 percent / acetic acid; H₂O / 5 h / Heating

3.1: 1H-tetrazole / acetonitrile; CH₂Cl₂ / 0.33 h

3.2: 85 percent / t-BuOOH / acetonitrile; CH₂Cl₂; toluene / 0.33 h

With 1H-tetrazole; In pyridine; dichloromethane; water; acetic acid; acetonitrile; 1.1: Acetylation / 2.1: Substitution / 3.1: Esterification / 3.2: Oxidation;
DOI:10.1002/(SICI)1099-0690(200004)2000:8<1467::AID-EJOC1467>3.0.CO;2-E