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

Base Information

• Chemical Name: [3-(2-amino-6-benzyloxy-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-yl]-methanol
• CAS No.: 938055-83-5
• Molecular Formula: C₂₅H₂₆N₆O₄
• Molecular Weight: 474.519
• Mol file: 938055-83-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about [3-(2-amino-6-benzyloxy-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-yl]-methanol 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%

methanesulfonic acid 3-(2-amino-6-benzyloxy-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester (938055-82-4) → [3-(2-amino-6-benzyloxy-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-yl]-methanol (938055-83-5)

Guidance literature:

methanesulfonic acid 3-(2-amino-6-benzyloxy-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester; With sodium benzoate; In dimethyl sulfoxide;

With lithium hydroxide; In tetrahydrofuran; water;

DOI:10.1080/15257770600793729

Reference yield:

methanesulfonic acid 3-(2-amino-6-chloro-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-ylmethyl ester (938055-81-3) → [3-(2-amino-6-benzyloxy-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-yl]-methanol (938055-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 62 percent / tBuOK / tetrahydrofuran

2.1: sodium benzoate / dimethylsulfoxide

2.2: 85 percent / LiOH / tetrahydrofuran; H₂O

With sodium benzoate; potassium tert-butylate; In tetrahydrofuran; 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 → [3-(2-amino-6-benzyloxy-purin-9-yl)-7-benzyloxy-2-oxa-5-aza-bicyclo[2.2.1]hept-1-yl]-methanol (938055-83-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 58 percent / BSA; TMSOTf / 1,2-dichloro-ethane

2.1: 93 percent / NaOH / tetrahydrofuran; H₂O

3.1: 62 percent / tBuOK / tetrahydrofuran

4.1: sodium benzoate / dimethylsulfoxide

4.2: 85 percent / LiOH / tetrahydrofuran; H₂O

With sodium benzoate; benzenesulfonamide; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; potassium tert-butylate; In tetrahydrofuran; water; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1080/15257770600793729

upstream raw materials:

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

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

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

methanesulfonic acid 5-(2-amino-6-chloro-purin-9-yl)-3-benzyloxy-2-methanesulfonyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-furan-2-ylmethyl ester