2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl trichloroacetimidate

Base Information

Chemical Name:2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl trichloroacetimidate
CAS No.:136738-75-5
Molecular Formula:C₃₁H₃₄Cl₃NO₆Si
Molecular Weight:651.059
Hs Code.:

Synonyms:2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl trichloroacetimidate

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Chemical Property of 2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl trichloroacetimidate

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Technology Process of 2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl trichloroacetimidate

There total 7 articles about 2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl trichloroacetimidate 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: 65.0%

: 136738-73-3
2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranoside

: 545-06-2
trichloroacetonitrile

: 136738-75-5
2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/S0040-4020(01)86553-4

Reference yield:

: 6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 136738-75-5
2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 6 steps

1: 122 g / p-toluenesulfonic acid (pTsOH) / 12 h / Ambient temperature

2: 3.4percent KOH-MeOH / methanol / 3 h / Ambient temperature

3: 93.2 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

4: 90.8 percent / PPTS / CH₂Cl₂ / 1 h / Ambient temperature

5: 65 percent / sodium benzenesulfinate, KI / dimethylformamide / 6 h / 100 °C

6: 65 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

With 1H-imidazole; potassium hydroxide; sodium benzenesulfonate; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86553-4

Reference yield:

: 64526-71-2,64949-99-1,64950-04-5
2-Chloroethyl β-D-ribofuranoside

: 136738-75-5
2'',3''-O-p-Methoxybenzylidene 5''-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 93.2 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

2: 90.8 percent / PPTS / CH₂Cl₂ / 1 h / Ambient temperature

3: 65 percent / sodium benzenesulfinate, KI / dimethylformamide / 6 h / 100 °C

4: 65 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

With 1H-imidazole; sodium benzenesulfonate; pyridinium p-toluenesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86553-4