((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-(((benzyloxy)methoxy)methyl)-5-hydroxycyclopentyl)methyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: ((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-(((benzyloxy)methoxy)methyl)-5-hydroxycyclopentyl)methyl 4-methylbenzenesulfonate
• CAS No.: 1328921-69-2
• Molecular Formula: C₃₀H₃₆O₈S
• Molecular Weight: 556.677

Synonyms:((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-(((benzyloxy)methoxy)methyl)-5-hydroxycyclopentyl)methyl 4-methylbenzenesulfonate

Chemical Property of ((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-(((benzyloxy)methoxy)methyl)-5-hydroxycyclopentyl)methyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-(((benzyloxy)methoxy)methyl)-5-hydroxycyclopentyl)methyl 4-methylbenzenesulfonate

There total 6 articles about ((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-(((benzyloxy)methoxy)methyl)-5-hydroxycyclopentyl)methyl 4-methylbenzenesulfonate 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:

(1R,2R,3R,4S)-4-((benzyloxy)methoxy)-3-(((benzyloxy)methoxy)methyl)-2-(hydroxymethyl)cyclopentanol (1355186-82-1) + p-toluenesulfonyl chloride (98-59-9) → ((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-(((benzyloxy)methoxy)methyl)-5-hydroxycyclopentyl)methyl 4-methylbenzenesulfonate (1328921-69-2)

Guidance literature:

p-toluenesulfonyl chloride; With pyridine; In dichloromethane; at 50 ℃; for 0.5h;

(1R,2R,3R,4S)-4-((benzyloxy)methoxy)-3-(((benzyloxy)methoxy)methyl)-2-(hydroxymethyl)cyclopentanol; In dichloromethane; at 0 - 20 ℃; for 1h;

With hydrogenchloride; In dichloromethane; water; at 0 - 10 ℃;

Reference yield:

(3aS,4R,5S,6aR)-5-((benzyloxy)methoxy)-4-(((benzyloxy)methoxy)methyl)-hexahydrocyclo pentafuran-2-one (1328921-48-7) → ((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-(((benzyloxy)methoxy)methyl)-5-hydroxycyclopentyl)methyl 4-methylbenzenesulfonate (1328921-69-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran / 1 h / Inert atmosphere

1.2: 2 h / 0 °C

2.1: triethylamine / tetrahydrofuran / 0.5 h / -70 - 60 °C

2.2: 2 h / -70 - 60 °C / Reflux

3.1: sodium hydrogencarbonate; ozone / dichloromethane; methanol / -78 - 60 °C

3.2: 0.17 h / -78 °C

4.1: pyridine / dichloromethane / 0.5 h / 50 °C

4.2: 1 h / 0 - 20 °C

4.3: 0 - 10 °C

With pyridine; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

<3aS(3aα,4α,5β,6aα)>-(+)-5-hydroxy-4-hydroxymethyl-hexahydro-2H-cyclopentafuran-2-one (76704-05-7) → ((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-(((benzyloxy)methoxy)methyl)-5-hydroxycyclopentyl)methyl 4-methylbenzenesulfonate (1328921-69-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine; tetra-(n-butyl)ammonium iodide / dichloromethane

1.2: 20 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran / 1 h / Inert atmosphere

2.2: 2 h / 0 °C

3.1: triethylamine / tetrahydrofuran / 0.5 h / -70 - 60 °C

3.2: 2 h / -70 - 60 °C / Reflux

4.1: sodium hydrogencarbonate; ozone / dichloromethane; methanol / -78 - 60 °C

4.2: 0.17 h / -78 °C

5.1: pyridine / dichloromethane / 0.5 h / 50 °C

5.2: 1 h / 0 - 20 °C

5.3: 0 - 10 °C

With pyridine; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

(1R,2R,3R,4S)-4-((benzyloxy)methoxy)-3-(((benzyloxy)methoxy)methyl)-2-(hydroxymethyl)cyclopentanol

p-toluenesulfonyl chloride

Benzyloxymethyl chloride

(3aS,4R,5S,6aR)-5-((benzyloxy)methoxy)-4-(((benzyloxy)methoxy)methyl)-hexahydrocyclo pentafuran-2-one

Downstream raw materials:

((1R,2R,3S,5R)-3-((benzyloxy)methoxy)-2-((benzyloxymethoxy)methyl)-5-acetoxycyclopentyl)methyl 4-methylbenzenesulfonate

(1R,3R,4S)-4-((benzyloxy)methoxy)-3-(((benzyloxy)methoxy)methyl)-2-methylenecyclopent anol

tert-butyl 9-((1S,3R,4S)-4-((benzyloxy)methoxy)-3-(((benzyloxy)methoxy)methyl)-2-methylenecyclopentyl)-6-iodo-9H-purin-2-ylcarbamate

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