(1S,4R,5S,6S)-6-(benzyloxy)-5-(6-chloro-9H-purin-9-yl)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol

Base Information

• Chemical Name: (1S,4R,5S,6S)-6-(benzyloxy)-5-(6-chloro-9H-purin-9-yl)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol
• CAS No.: 691371-56-9
• Molecular Formula: C₂₀H₂₃ClN₄O₅
• Molecular Weight: 434.879

Synonyms:(1S,4R,5S,6S)-6-(benzyloxy)-5-(6-chloro-9H-purin-9-yl)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol

Chemical Property of (1S,4R,5S,6S)-6-(benzyloxy)-5-(6-chloro-9H-purin-9-yl)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol

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Technology Process of (1S,4R,5S,6S)-6-(benzyloxy)-5-(6-chloro-9H-purin-9-yl)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol

There total 1 articles about (1S,4R,5S,6S)-6-(benzyloxy)-5-(6-chloro-9H-purin-9-yl)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol 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: 75.0%

orthoformic acid triethyl ester (122-51-0) + (1S,4R,5S,6S)-5-[(5-amino-6-chloropyrimidin-4-yl)amino]-6-(benzyloxy)-2,2-bis[(trityloxy)methyl]cyclohexane-1,4-diol (691371-55-8) → (1S,4R,5S,6S)-6-(benzyloxy)-5-(6-chloro-9H-purin-9-yl)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol (691371-56-9)

Guidance literature:

orthoformic acid triethyl ester; (1S,4R,5S,6S)-5-[(5-amino-6-chloropyrimidin-4-yl)amino]-6-(benzyloxy)-2,2-bis[(trityloxy)methyl]cyclohexane-1,4-diol; With hydrogenchloride; at 20 ℃; for 72h;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 2.5h;

DOI:10.1135/cccc20040435

Reference yield: 94.0%

Cyclopropylamine (765-30-0) + (1S,4R,5S,6S)-6-(benzyloxy)-5-(6-chloro-9H-purin-9-yl)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol (691371-56-9) → (1S,4R,5S,6S)-6-(benzyloxy)-5-[6-(cyclopropylamino)-9H-purin-9-yl]-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol

Guidance literature:

at 20 ℃;

DOI:10.1135/cccc20040435

Reference yield: 82.0%

(1S,4R,5S,6S)-6-(benzyloxy)-5-(6-chloro-9H-purin-9-yl)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol (691371-56-9) → (1S,4R,5S,6S)-5-(6-amino-9H-purin-9-yl)-6-(benzyloxy)-2,2-bis(hydroxymethyl)cyclohexane-1,4-diol

Guidance literature:

With ammonia; In methanol; at 75 ℃; for 48h;

DOI:10.1135/cccc20040435

upstream raw materials:

orthoformic acid triethyl ester

(1S,4R,5S,6S)-5-[(5-amino-6-chloropyrimidin-4-yl)amino]-6-(benzyloxy)-2,2-bis[(trityloxy)methyl]cyclohexane-1,4-diol

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