benzoic acid 3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester

Base Information

• Chemical Name: benzoic acid 3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester
• CAS No.: 938055-78-8
• Molecular Formula: C₃₂H₂₈N₆O₅
• Molecular Weight: 576.612
• Mol file: 938055-78-8.mol

Synonyms:benzoic acid 3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester

Chemical Property of benzoic acid 3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzoic acid 3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester

There total 6 articles about benzoic acid 3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester 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: 97.0%

(1R,3R,4R,7S)-7-benzyloxy-1-methansulfonyloxymethyl-3-(N6-benzoyladenin-9-yl)-2-oxa-5-aza-bicyclo[2.2.1]heptane (938055-77-7) + sodium benzoate (532-32-1) → benzoic acid 3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester (938055-78-8)

Guidance literature:

In dimethyl sulfoxide;

DOI:10.1080/15257770600793729

Reference yield:

methanesulfonic acid 4-amino-3-benzyloxy-2-methanesulfonyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester → benzoic acid 3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester (938055-78-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 57 percent / BSA; TMSOTf / 1,2-dichloro-ethane

2: 99 percent / LiOH / tetrahydrofuran; H₂O

3: 97 percent / dimethylsulfoxide

With benzenesulfonamide; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; water; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1080/15257770600793729

Reference yield:

1-(2-trifluoroacetylamino-3-O-benzyl-4-C-methanesulfonyloxyrnethyl-5-O-methanesulfonyl-2-deoxy-β-D-ribofuranosyl)thymine (938055-75-5) → benzoic acid 3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester (938055-78-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / BSA; TMSOTf / 1,2-dichloro-ethane

2: 99 percent / LiOH / tetrahydrofuran; H₂O

3: 97 percent / dimethylsulfoxide

With benzenesulfonamide; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; water; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1080/15257770600793729

upstream raw materials:

(1R,3R,4R,7S)-7-benzyloxy-1-methansulfonyloxymethyl-3-(N₆-benzoyladenin-9-yl)-2-oxa-5-aza-bicyclo[2.2.1]heptane

sodium benzoate

1-(2-trifluoroacetylamino-3-O-benzyl-4-C-methanesulfonyloxyrnethyl-5-O-methanesulfonyl-2-deoxy-β-D-ribofuranosyl)thymine

1-(2-trifluoroacetylamino-3-O-benzyl-4-C-methanesulfonyloxyrnethyl-5-O-methanesulfonyl-2-deoxy-β-D-ribofuranosyl)-N6-benzoyladenine

Downstream raw materials:

[3-(6-amino-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-yl]-methanol