(1'R,2'R,3'S)-1-{2'-hydroxymethyl-3'-[bis(p-methoxyphenyl)phenylmethyloxymethyl]cyclobutyl}-N⁴-benzoylcytosine

Base Information

• Chemical Name: (1'R,2'R,3'S)-1-{2'-hydroxymethyl-3'-[bis(p-methoxyphenyl)phenylmethyloxymethyl]cyclobutyl}-N⁴-benzoylcytosine
• CAS No.: 283598-24-3
• Molecular Formula: C₃₈H₃₇N₃O₆
• Molecular Weight: 631.728

Synonyms:(1'R,2'R,3'S)-1-{2'-hydroxymethyl-3'-[bis(p-methoxyphenyl)phenylmethyloxymethyl]cyclobutyl}-N⁴-benzoylcytosine

Chemical Property of (1'R,2'R,3'S)-1-{2'-hydroxymethyl-3'-[bis(p-methoxyphenyl)phenylmethyloxymethyl]cyclobutyl}-N⁴-benzoylcytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1'R,2'R,3'S)-1-{2'-hydroxymethyl-3'-[bis(p-methoxyphenyl)phenylmethyloxymethyl]cyclobutyl}-N⁴-benzoylcytosine

There total 4 articles about (1'R,2'R,3'S)-1-{2'-hydroxymethyl-3'-[bis(p-methoxyphenyl)phenylmethyloxymethyl]cyclobutyl}-N⁴-benzoylcytosine 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: 72.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + (1'R,2'R,3'S)-1-[2'-benzoyloxymethyl-3'-(hydroxymethyl)cyclobutyl]-N4-benzoylcytosine (283598-04-9) → (1'R,2'R,3'S)-1-{2'-hydroxymethyl-3'-[bis(p-methoxyphenyl)phenylmethyloxymethyl]cyclobutyl}-N4-benzoylcytosine (283598-24-3)

Guidance literature:

4,4'-dimethoxytrityl chloride; (1'R,2'R,3'S)-1-[2'-benzoyloxymethyl-3'-(hydroxymethyl)cyclobutyl]-N⁴-benzoylcytosine; With pyridine; at 20 ℃; for 12h;

With sodium methylate; In methanol; at 20 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(00)00162-9

Reference yield:

<1S-(1α,2β,3β)>-3-<<(4-methylphenyl)sulfonyl>oxy>-1,2-cyclobutanedimethanol dibenzoate ester (132294-18-9) → (1'R,2'R,3'S)-1-{2'-hydroxymethyl-3'-[bis(p-methoxyphenyl)phenylmethyloxymethyl]cyclobutyl}-N4-benzoylcytosine (283598-24-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 36 percent

2.1: 71 percent / lipase MY / acetone; aq. phosphate buffer / 360 h / 36 °C / pH 7.0 / Enzymatic reaction

3.1: Py / 12 h / 20 °C

3.2: 72 percent / NaOMe / methanol / 0.17 h / 20 °C

With pyridine; Lipase MY; In phosphate buffer; acetone; 2.1: Hydrolysis / 3.1: Substitution / 3.2: Substitution;

DOI:10.1016/S0040-4020(00)00162-9

Reference yield:

benzyl chloride (100-44-7) → (1'R,2'R,3'S)-1-{2'-hydroxymethyl-3'-[bis(p-methoxyphenyl)phenylmethyloxymethyl]cyclobutyl}-N4-benzoylcytosine (283598-24-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 36 percent

2.1: 71 percent / lipase MY / acetone; aq. phosphate buffer / 360 h / 36 °C / pH 7.0 / Enzymatic reaction

3.1: Py / 12 h / 20 °C

3.2: 72 percent / NaOMe / methanol / 0.17 h / 20 °C

With pyridine; Lipase MY; In phosphate buffer; acetone; 2.1: Hydrolysis / 3.1: Substitution / 3.2: Substitution;

DOI:10.1016/S0040-4020(00)00162-9

upstream raw materials:

4,4'-dimethoxytrityl chloride

(1'R,2'R,3'S)-1-[2'-benzoyloxymethyl-3'-(hydroxymethyl)cyclobutyl]-N⁴-benzoylcytosine

<1S-(1α,2β,3β)>-3-<<(4-methylphenyl)sulfonyl>oxy>-1,2-cyclobutanedimethanol dibenzoate ester

benzyl chloride

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