Acetic acid, (triphenylphosphoranylidene)-, (1S,2R,4R)-7,7-dimethyl-1-[(phenylsulfonyl)methyl]bicyclo[2.2.1]hept-2- yl ester

Base Information

• Chemical Name: Acetic acid, (triphenylphosphoranylidene)-, (1S,2R,4R)-7,7-dimethyl-1-[(phenylsulfonyl)methyl]bicyclo[2.2.1]hept-2- yl ester
• CAS No.: 554450-39-4
• Molecular Formula: C36H37O4PS
• Molecular Weight: 596.727
• Mol file: 554450-39-4.mol

Synonyms:

Chemical Property of Acetic acid, (triphenylphosphoranylidene)-, (1S,2R,4R)-7,7-dimethyl-1-[(phenylsulfonyl)methyl]bicyclo[2.2.1]hept-2- yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Acetic acid, (triphenylphosphoranylidene)-, (1S,2R,4R)-7,7-dimethyl-1-[(phenylsulfonyl)methyl]bicyclo[2.2.1]hept-2- yl ester

There total 6 articles about Acetic acid, (triphenylphosphoranylidene)-, (1S,2R,4R)-7,7-dimethyl-1-[(phenylsulfonyl)methyl]bicyclo[2.2.1]hept-2- yl ester 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: 87.0%

triphenylphosphine (603-35-0) + (1S)-10-(phenylsulfonyl)isobornyl bromoacetate (554450-38-3) → (1S)-10-(phenylsulfonyl)isobornyl (triphenylphosphoranylidene)acetate (554450-39-4)

Guidance literature:

In toluene; for 12h; Heating;

DOI:10.1016/S0040-4020(03)00248-5

Reference yield:

(1S)-10-camphorsulfonic acid (3144-16-9,61380-66-3) → (1S)-10-(phenylsulfonyl)isobornyl (triphenylphosphoranylidene)acetate (554450-39-4)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBJ₄

2: pyridine; TsCl

3: 94 percent / CH₂Cl₂ / 12 h / 20 °C

4: 87 percent / toluene / 12 h / Heating

With pyridine; p-toluenesulfonyl chloride; In dichloromethane; toluene;

DOI:10.1016/S0040-4020(03)00248-5

Reference yield:

((1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl)-methanesulfonic acid (752975-96-5) → (1S)-10-(phenylsulfonyl)isobornyl (triphenylphosphoranylidene)acetate (554450-39-4)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine; TsCl

2: 94 percent / CH₂Cl₂ / 12 h / 20 °C

3: 87 percent / toluene / 12 h / Heating

With pyridine; p-toluenesulfonyl chloride; In dichloromethane; toluene;

DOI:10.1016/S0040-4020(03)00248-5

upstream raw materials:

triphenylphosphine

(1S)-10-(phenylsulfonyl)isobornyl bromoacetate

(1S)-(+)-10-(phenylsulfonyl)isoborneol

(1S)-10-camphorsulfonic acid

Downstream raw materials:

10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate

(1S)-(-)-10-(phenylsulfonyl)isobornyl buta-2,3-dienoate