methyl 3',5'-di-O-(4-chlorobenzyl)-2'-deoxy-2'-(hydroxymethyl)adenosine

Base Information

Chemical Name:methyl 3',5'-di-O-(4-chlorobenzyl)-2'-deoxy-2'-(hydroxymethyl)adenosine
CAS No.:1276113-07-5
Molecular Formula:C₂₅H₂₅Cl₂N₅O₄
Molecular Weight:530.411
Hs Code.:

Synonyms:methyl 3',5'-di-O-(4-chlorobenzyl)-2'-deoxy-2'-(hydroxymethyl)adenosine

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Chemical Property of methyl 3',5'-di-O-(4-chlorobenzyl)-2'-deoxy-2'-(hydroxymethyl)adenosine

Chemical Property:

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Technology Process of methyl 3',5'-di-O-(4-chlorobenzyl)-2'-deoxy-2'-(hydroxymethyl)adenosine

There total 11 articles about methyl 3',5'-di-O-(4-chlorobenzyl)-2'-deoxy-2'-(hydroxymethyl)adenosine 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: 100.0%

: 1276113-04-2
methyl N6-benzoyl-2'-α-(benzoyloxymethyl)-3',5'-di-O-(4-chlorobenzyl)-2'-deoxyadenosine

: 1276113-07-5
methyl 3',5'-di-O-(4-chlorobenzyl)-2'-deoxy-2'-(hydroxymethyl)adenosine

Guidance literature:: With ammonia; In methanol; at 50 ℃;
DOI:10.1002/ejoc.201001448

Reference yield:

: 1276113-06-4
methyl 2-α-(benzoyloxymethyl)-3,5-di-O-(4-chlorobenzyl)-2-deoxy-α-D-ribofuranoside

: 1276113-07-5
methyl 3',5'-di-O-(4-chlorobenzyl)-2'-deoxy-2'-(hydroxymethyl)adenosine

Guidance literature:: Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 5 h / 80 °C

2: ammonia / methanol / 50 °C

With trimethylsilyl trifluoromethanesulfonate; ammonia; In methanol; 1,2-dichloro-ethane;
DOI:10.1002/ejoc.201001448

Reference yield:

: methyl 2,3,5-tri-O-(4-chlorobenzyl)-α-D-ribofuranoside

: 1276113-07-5
methyl 3',5'-di-O-(4-chlorobenzyl)-2'-deoxy-2'-(hydroxymethyl)adenosine

Guidance literature:: Multi-step reaction with 7 steps

1.1: tin(IV) chloride / dichloromethane / 6 h / 0 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 3 h / 80 °C

3.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C

3.2: -78 - 20 °C

4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 20 h / 20 - 40 °C

4.2: 3 h / 20 - 80 °C

5.1: pyridine / 5 h / 20 °C

6.1: trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 5 h / 80 °C

7.1: ammonia / methanol / 50 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; ammonia; sec.-butyllithium; tin(IV) chloride; 9-bora-bicyclo[3.3.1]nonane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1002/ejoc.201001448