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

Base Information

• Chemical Name: (1R,2S,4S,7R)-(-)-bicyclo <2.2.1> hept-7-benzyloxymethyl-5-ene-2-p-tolylsulfenyl
• CAS No.: 139930-90-8
• Molecular Formula: C₂₂H₂₄OS
• Molecular Weight: 336.498
• Mol file: 139930-90-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (1R,2S,4S,7R)-(-)-bicyclo <2.2.1> hept-7-benzyloxymethyl-5-ene-2-p-tolylsulfenyl 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: 77.0%

(1R,2S,4S,7R,SS)-(-)-bicyclo <2.2.1> hep-7-benzyloxymethyl-5-ene-2-p-toluenesulfinyl (139930-89-5) → (1R,2S,4S,7R)-(-)-bicyclo <2.2.1> hept-7-benzyloxymethyl-5-ene-2-p-tolylsulfenyl (139930-90-8)

Guidance literature:

With pyridine; pyrocatechol phosphorochloridite; In benzene; for 1h;

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

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → (1R,2S,4S,7R)-(-)-bicyclo <2.2.1> hept-7-benzyloxymethyl-5-ene-2-p-tolylsulfenyl (139930-90-8)

Guidance literature:

Multi-step reaction with 3 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

3: 77 percent / 2-chloro-1,3,2-benzodioxaphosphole, pyridine / benzene / 1 h

With pyridine; sodium hydroxide; pyrocatechol phosphorochloridite; In diethyl ether; benzene;

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

Reference yield:

5-(benzyloxymethyl)cyclopentadiene (39939-07-6) → (1R,2S,4S,7R)-(-)-bicyclo <2.2.1> hept-7-benzyloxymethyl-5-ene-2-p-tolylsulfenyl (139930-90-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 77 percent / 2-chloro-1,3,2-benzodioxaphosphole, pyridine / benzene / 1 h

With pyridine; sodium hydroxide; pyrocatechol phosphorochloridite; In benzene;

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

upstream raw materials:

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

Benzyloxymethyl chloride

5-(benzyloxymethyl)cyclopentadiene

Downstream raw materials:

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

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