(1S,3R,5R,7S)-7-Decyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]octane

Base Information

• Chemical Name: (1S,3R,5R,7S)-7-Decyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]octane
• CAS No.: 88948-53-2
• Molecular Formula: C₂₃H₃₆O₄S
• Molecular Weight: 408.602
• Mol file: 88948-53-2.mol

Synonyms:(1S,3R,5R,7S)-7-Decyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]octane

Chemical Property of (1S,3R,5R,7S)-7-Decyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R,5R,7S)-7-Decyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]octane

There total 4 articles about (1S,3R,5R,7S)-7-Decyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]octane 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: 78.0%

Toluene-4-sulfonic acid (1S,3R,5S,7S)-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]oct-7-ylmethyl ester (88948-52-1) → (1S,3R,5R,7S)-7-Decyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]octane (88948-53-2)

Guidance literature:

With dimethylsulfide; In diethyl ether; at -20 - -15 ℃; for 6h;

DOI:10.1246/cl.1983.1835

Reference yield: 78.0%

Toluene-4-sulfonic acid (1S,3R,5S,7S)-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]oct-7-ylmethyl ester (88948-52-1) → (1S,3R,5R,7S)-7-Decyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]octane (88948-53-2)

Guidance literature:

With (C₉H₁₉)2CuLi;

DOI:10.1016/S0040-4039(01)91157-8

Reference yield:

β-p-tosylpropanal diethyl acetal (88948-48-5) → (1S,3R,5R,7S)-7-Decyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]octane (88948-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / p-TsOH / toluene / 4 h / 120 °C

With toluene-4-sulfonic acid; In toluene;

DOI:10.1246/cl.1983.1835

upstream raw materials:

Toluene-4-sulfonic acid (1S,3R,5S,7S)-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]oct-7-ylmethyl ester

β-p-tosylpropanal diethyl acetal

{(4S,5S)-5-Hydroxymethyl-2-[2-(toluene-4-sulfonyl)-ethyl]-[1,3]dioxolan-4-yl}-methanol

Downstream raw materials:

(R)-1-[(S)-6-benzyloxy-tetrahydro-2H-pyran-2-yl]undecan-1-ol

(R)-1-acetoxy-[(S)-6-benzyloxy-tetrahydro-2H-pyran-2-yl]undecane

Benzoic acid (R)-1-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-yl]-undecyl ester

Benzoic acid (R)-1-[(2S,4R)-6-benzyloxy-4-(toluene-4-sulfonyl)-tetrahydro-pyran-2-yl]-undecyl ester