1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside

Base Information

Chemical Name:1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside
CAS No.:1290042-59-9
Molecular Formula:C₃₀H₃₆O₈S
Molecular Weight:556.677
Hs Code.:

Synonyms:1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside

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Technology Process of 1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside

There total 12 articles about 1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside 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: 56.0%

: 1290042-58-8
1-O-methyl-2-O-(3-hydroxy)propyl-3,5-di-O-benzyl-D-ribofuranoside

: 98-59-9
p-toluenesulfonyl chloride

: 1290042-59-9
1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmcl.2011.01.042

Reference yield:

: 1290042-56-6
1-O-methyl-2-O-allyl-3,5-di-O-benzyl-D-ribofuranoside

: 1290042-59-9
1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 20 °C / Inert atmosphere

2: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: triethylamine / dichloromethane / 20 °C

With dihydrogen peroxide; triethylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2011.01.042

Reference yield:

: 37077-81-9
1,2-isopropylidene-α-D-ribofuranose

: 1290042-59-9
1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / -20 - 20 °C / Inert atmosphere

1.2: 3 h / 20 °C / Inert atmosphere

2.1: methanol / 20 °C

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,4-di(diphenylphosphino)-butane / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

4.1: tetrahydrofuran / 20 °C / Inert atmosphere

5.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dihydrogen peroxide; sodium hydride; triethylamine; 1,4-di(diphenylphosphino)-butane; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.01.042