(S_P)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine

Base Information

• Chemical Name: (S_P)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine
• CAS No.: 254100-61-3
• Molecular Formula: C₂₉H₅₀NO₃PSSi
• Molecular Weight: 551.846
• Mol file: 254100-61-3.mol

Synonyms:(S_P)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine

Chemical Property of (S_P)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S_P)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine

There total 9 articles about (S_P)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine 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: 49.0%

cyclohexyl(methyl)phenylphosphine (36293-82-0) + (1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonyl azide (254100-59-9) → (SP)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine (254100-61-3) + (RP)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine

Guidance literature:

In tetrahydrofuran; at 60 ℃; for 12h;

DOI:10.1021/jo015909u

Reference yield:

Sodium; [(1S,2R,4R)-2-(tert-butyl-dimethyl-silanyloxy)-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl]-methanesulfonate → (SP)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine (254100-61-3)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / benzene; dimethylformamide / 12 h / Heating

2: 6.13 g / NaN₃ / N,N-dimethyl-aniline; H₂O / 12 h / 60 °C

3: tetrahydrofuran / 60 °C

With thionyl chloride; sodium azide; In tetrahydrofuran; water; N,N-dimethyl-aniline; N,N-dimethyl-formamide; benzene; 3: Staudinger reaction;

DOI:10.1021/ol991174s

Reference yield:

sodium (1S,2R)-isobornyl-10-sulfonate → (SP)-[(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonamidyl]cyclohexylmethylphenylphosphinimine (254100-61-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / dimethylformamide / 3 h / 20 °C

2: SOCl₂ / benzene; dimethylformamide / 12 h / Heating

3: 6.13 g / NaN₃ / N,N-dimethyl-aniline; H₂O / 12 h / 60 °C

4: tetrahydrofuran / 60 °C

With thionyl chloride; sodium azide; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-aniline; N,N-dimethyl-formamide; benzene; 4: Staudinger reaction;

DOI:10.1021/ol991174s

upstream raw materials:

cyclohexyl(methyl)phenylphosphine

(1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonyl azide

tert-butyldimethylsilyl chloride

[(1S,2R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl]-methanesulfonyl chloride

Downstream raw materials:

(R_P*)-cyclohexyl(methyl)phenylphosphine oxide