((2R,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: ((2R,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate
• CAS No.: 1112179-15-3
• Molecular Formula: C₁₃H₁₈O₆S
• Molecular Weight: 302.348

Synonyms:((2R,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate

Chemical Property of ((2R,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of ((2R,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate

There total 3 articles about ((2R,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)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:

trans-2,5-bis-(hydroxymethyl)-1,4-dioxane (87133-52-6,452055-83-3) → ((2R,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate (1112179-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 - 35 °C / Inert atmosphere

2: chiral SFC(AD-H) / dichloromethane; methanol / Resolution of racemate

With triethylamine; In methanol; dichloromethane;

DOI:10.1021/acs.jmedchem.5b01434

Reference yield:

rac-((2R*,5R*)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate → ((2S,5S)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate (1112179-16-4) + ((2R,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate (1112179-15-3)

Guidance literature:

With chiral SFC(AD-H); In methanol; dichloromethane; Resolution of racemate;

DOI:10.1021/acs.jmedchem.5b01434

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → ((2S,5S)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate (1112179-16-4) + ((2R,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl 4-methylbenzenesulfonate (1112179-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 - 35 °C / Inert atmosphere

2: chiral SFC(AD-H) / dichloromethane; methanol / Resolution of racemate

With triethylamine; In methanol; dichloromethane;

DOI:10.1021/acs.jmedchem.5b01434

upstream raw materials:

p-toluenesulfonyl chloride

trans-2,5-bis-(hydroxymethyl)-1,4-dioxane

Downstream raw materials:

N-(3-methoxy-benzyl)-6-(2-(((2S,5R)-5-hydroxymethyl-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methyl-pyrimidine-4-carboxamide

N-(4-fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide

N-(3-ethyl-4-fluoro-benzyl)-6-[2-((2S,5R)-5-hydroxymethyl-[1,4]dioxan-2-ylmethyl)-2H-tetrazol-5-yl]-2-methyl-pyrimidine-4-carboxamide

N-(4-fluoro-3-methyl-benzyl)-6-[2-((2S,5R)-5-hydroxymethyl-[1,4]dioxan-2-ylmethyl)-2H-tetrazol-5-yl]-2-methyl-pyrimidine-4-carboxamide

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