(1R,2S,4S,7R,S_S)-(-)-bicyclo <2.2.1> hep-7-benzyloxymethyl-5-ene-2-p-toluenesulfinyl

Base Information

• Chemical Name: (1R,2S,4S,7R,S_S)-(-)-bicyclo <2.2.1> hep-7-benzyloxymethyl-5-ene-2-p-toluenesulfinyl
• CAS No.: 139930-89-5
• Molecular Formula: C₂₂H₂₄O₂S
• Molecular Weight: 352.497
• Mol file: 139930-89-5.mol

Synonyms:(1R,2S,4S,7R,S_S)-(-)-bicyclo <2.2.1> hep-7-benzyloxymethyl-5-ene-2-p-toluenesulfinyl

Chemical Property of (1R,2S,4S,7R,S_S)-(-)-bicyclo <2.2.1> hep-7-benzyloxymethyl-5-ene-2-p-toluenesulfinyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,4S,7R,S_S)-(-)-bicyclo <2.2.1> hep-7-benzyloxymethyl-5-ene-2-p-toluenesulfinyl

There total 6 articles about (1R,2S,4S,7R,S_S)-(-)-bicyclo <2.2.1> hep-7-benzyloxymethyl-5-ene-2-p-toluenesulfinyl 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:

Benzyloxymethyl chloride (3587-60-8) → (1R,2S,4S,7R,SS)-(-)-bicyclo <2.2.1> hep-7-benzyloxymethyl-5-ene-2-p-toluenesulfinyl (139930-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 20 h / -20 °C

2: 2.) 0.15 N aq. NaOH / 1.) CH₂Cl₂, -30 deg C, 50 h, 2.) CH₂Cl₂, RT, 0.5 h

With sodium hydroxide; In diethyl ether;

DOI:10.1016/S0957-4166(00)82318-6

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → (1S,4R,5R,7S)-7-Benzyloxymethyl-5-((S)-toluene-4-sulfinyl)-bicyclo[2.2.1]hept-2-ene (139930-89-5,139930-92-0,139930-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 20 h / -20 °C

2: 2.) 0.15 N aq. NaOH / 1.) CH₂Cl₂, -30 deg C, 50 h, 2.) CH₂Cl₂, RT, 0.5 h

With sodium hydroxide; In diethyl ether;

DOI:10.1016/S0957-4166(00)82318-6

Reference yield:

5-(benzyloxymethyl)cyclopentadiene (39939-07-6) + (R)-(+)-ethoxy p-tolyl vinyl sulfonium tetrafluoroborate → (1R,2S,4S,7R,SS)-(-)-bicyclo <2.2.1> hep-7-benzyloxymethyl-5-ene-2-p-toluenesulfinyl (139930-89-5) + (1S,4R,5R,7S)-7-Benzyloxymethyl-5-((S)-toluene-4-sulfinyl)-bicyclo[2.2.1]hept-2-ene (139930-89-5,139930-92-0,139930-93-1)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction; 1.) CH₂Cl₂, -30 deg C, 50 h, 2.) CH₂Cl₂, RT, 0.5 h;

DOI:10.1016/S0957-4166(00)82318-6

upstream raw materials:

5-(benzyloxymethyl)cyclopentadiene

Benzyloxymethyl chloride

Downstream raw materials:

(1S,4R,5R,7R)-7-Benzyloxymethyl-5-chloro-5-p-tolylsulfanyl-bicyclo[2.2.1]hept-2-ene

(1R,4S,7R)-(-)-bicyclo <2.2.1> hept-7-benzyloxymethyl-5-ene-2-one

(1R,2S,4S,7R)-(-)-bicyclo <2.2.1> hept-7-benzyloxymethyl-5-ene-2-p-tolylsulfenyl