C₃₆H₃₆N₅O₁₀P

Base Information

• Chemical Name: C₃₆H₃₆N₅O₁₀P
• CAS No.: 1345969-93-8
• Molecular Formula: C₃₆H₃₆N₅O₁₀P
• Molecular Weight: 729.683
• Mol file: 1345969-93-8.mol

Synonyms:C₃₆H₃₆N₅O₁₀P

Chemical Property of C₃₆H₃₆N₅O₁₀P

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₆H₃₆N₅O₁₀P

There total 7 articles about C₃₆H₃₆N₅O₁₀P 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: 78.0%

triethyl phosphite (122-52-1) + (2R,3R,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate (641571-44-0) → C36H36N5O10P (1345969-93-8)

Guidance literature:

at 130 ℃; for 18h;

DOI:10.1016/j.bmcl.2011.09.034

Reference yield:

2-methyl-2,3,5-tribenzoyl-ribonolactol (30361-17-2) → C36H36N5O10P (1345969-93-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene; trimethylsilyl trifluoromethanesulfonate / acetonitrile / 5 h / -40 - 80 °C

3: 130 °C

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/acsmedchemlett.5b00402

Reference yield:

1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose (15397-15-6) → C36H36N5O10P (1345969-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 5 h / 80 °C

2: 18 h / 130 °C

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; 1: Vorbrüggen reaction / 2: Arbuzov reaction;

DOI:10.1016/j.bmcl.2011.09.034

upstream raw materials:

1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose

triethyl phosphite

(2R,3R,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate

2-amino-6-chloropurine

Refernces

• 1、 Zhang, Hong-Wang,Zhou, Longhu,Coats, Steven J.,McBrayer, Tamara R.,Tharnish, Phillip M.,Bondada, Lavanya,Detorio, Mervi,Amichai, Sarah A.,Johns, Melissa D.,Whitaker, Tony,Schinazi, Raymond F.. "Synthesis of purine modified 2′-C-methyl nucleosides as potential anti-HCV agents". . p. 6788 - 6792. Retrieved 2011/12/22.