(Z)-(1SR,3SR,5RS,6RS,7SR)-6-hydroxy-7-(7-hydroxy-2-heptenyl)-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane

Base Information

• Chemical Name: (Z)-(1SR,3SR,5RS,6RS,7SR)-6-hydroxy-7-(7-hydroxy-2-heptenyl)-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane
• CAS No.: 106470-30-8
• Molecular Formula: C₂₀H₂₈O₃S₂
• Molecular Weight: 380.573
• Mol file: 106470-30-8.mol

Synonyms:(Z)-(1SR,3SR,5RS,6RS,7SR)-6-hydroxy-7-(7-hydroxy-2-heptenyl)-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane

Chemical Property of (Z)-(1SR,3SR,5RS,6RS,7SR)-6-hydroxy-7-(7-hydroxy-2-heptenyl)-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(1SR,3SR,5RS,6RS,7SR)-6-hydroxy-7-(7-hydroxy-2-heptenyl)-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane

There total 2 articles about (Z)-(1SR,3SR,5RS,6RS,7SR)-6-hydroxy-7-(7-hydroxy-2-heptenyl)-3-(4-methoxyphenyl)-2,4-dithiabicyclo<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:

Thioacetic acid S-[(1R,2S,3S,4S)-4-acetylsulfanyl-3-methoxymethoxy-2-((Z)-7-methoxymethoxy-hept-2-enyl)-cyclopentyl] ester (106502-64-1) → (Z)-(1SR,3SR,5RS,6RS,7SR)-6-hydroxy-7-(7-hydroxy-2-heptenyl)-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane (106470-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: EDTA, 4,8percent methanolic HCl / 4 h / 53 °C

2: CHCl₃ / 1.5 h / 22 °C

With hydrogenchloride; ethylenediaminetetraacetic acid; In chloroform;

DOI:10.1021/jo00381a027

Reference yield:

4-methoxy-benzaldehyde (123-11-5) + (Z)-(1RS,2RS,3RS,4SR)-2-hydroxy-3-(7-hydroxy-2-heptenyl)cyclopentane 1,4-dithiol (106470-29-5) → (Z)-(1SR,3SR,5RS,6RS,7SR)-6-hydroxy-7-(7-hydroxy-2-heptenyl)-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane (106470-30-8)

Guidance literature:

In chloroform; at 22 ℃; for 1.5h; Yield given;

DOI:10.1021/jo00381a027

Reference yield: 100.0%

methanesulfonyl chloride (124-63-0) + (Z)-(1SR,3SR,5RS,6RS,7SR)-6-hydroxy-7-(7-hydroxy-2-heptenyl)-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane (106470-30-8) → (Z)-(1SR,3SR,5RS,6RS,7SR)-7-<7-(methanesulfonyl)oxy-2-heptenyl>-6-<(methanesulfonyl)oxy>-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane (106470-31-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.666667h;

DOI:10.1021/jo00381a027

upstream raw materials:

4-methoxy-benzaldehyde

(Z)-(1RS,2RS,3RS,4SR)-2-hydroxy-3-(7-hydroxy-2-heptenyl)cyclopentane 1,4-dithiol

Thioacetic acid S-[(1R,2S,3S,4S)-4-acetylsulfanyl-3-methoxymethoxy-2-((Z)-7-methoxymethoxy-hept-2-enyl)-cyclopentyl] ester

Downstream raw materials:

(Z)-(1SR,3SR,5RS,6RS,7SR)-7-<7-(methanesulfonyl)oxy-2-heptenyl>-6-<(methanesulfonyl)oxy>-3-(4-methoxyphenyl)-2,4-dithiabicyclo<3.2.1>octane

(E)-1-methoxy-4-(non-2-en-1-yl)benzene

(Z)-(1RS,3SR,4SR,5SR)-4-(7-hydroxy-2-heptenyl)-5-<1-(4-methoxyphenyl)non-2-ynylthio>-2-thiabicyclo<3.1.0>hexane

Formic acid (Z)-7-{(1R,2R,3R,5S)-3-[1-(4-methoxy-phenyl)-non-2-ynylsulfanyl]-6-thia-bicyclo[3.1.0]hex-2-yl}-hept-5-enyl ester