(S)-1-cyclopentyl-2-(diphenylphosphinamido)-4-methylpentane

Base Information

• Chemical Name: (S)-1-cyclopentyl-2-(diphenylphosphinamido)-4-methylpentane
• CAS No.: 156301-31-4
• Molecular Formula: C₂₃H₃₂NOP
• Molecular Weight: 369.487
• Mol file: 156301-31-4.mol

Synonyms:(S)-1-cyclopentyl-2-(diphenylphosphinamido)-4-methylpentane

Chemical Property of (S)-1-cyclopentyl-2-(diphenylphosphinamido)-4-methylpentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-cyclopentyl-2-(diphenylphosphinamido)-4-methylpentane

There total 4 articles about (S)-1-cyclopentyl-2-(diphenylphosphinamido)-4-methylpentane 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: 84.0%

(S)-1-(Diphenyl-phosphinoyl)-2-isobutyl-aziridine (156301-22-3) + cyclopentylmagnesium bromide (33240-34-5) → (S)-1-cyclopentyl-2-(diphenylphosphinamido)-4-methylpentane (156301-31-4)

Guidance literature:

With copper(I) bromide*diethyl sulfide; In tetrahydrofuran; -40 degC -> r.t., 10 min, reflux;

DOI:10.1016/S0040-4039(00)77020-1

Reference yield:

(S)-2-amino-4-methylpentan-1-ol (7533-40-6,14438-11-0) → (S)-1-cyclopentyl-2-(diphenylphosphinamido)-4-methylpentane (156301-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / Et₃N / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) room temperature, 4 h

2: 1) TsCl, Et₃N, DMAP, 2) NaH / 1) CH₂Cl₂, 0 deg C to room temperature, overnight, 2) THF, 0 deg C to room temperature; room temperature, 24 h

3: 84 percent / CuBr*SEt₂ / tetrahydrofuran / 1) -40 deg C to room temperature, 10 min, 2) reflux, 4 h

With dmap; copper(I) bromide*diethyl sulfide; sodium hydride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(97)10430-6

Reference yield:

(S)-2-(diphenylphosphinamido)-4-methylpentan-1-ol (203871-42-5) → (S)-1-cyclopentyl-2-(diphenylphosphinamido)-4-methylpentane (156301-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) TsCl, Et₃N, DMAP, 2) NaH / 1) CH₂Cl₂, 0 deg C to room temperature, overnight, 2) THF, 0 deg C to room temperature; room temperature, 24 h

2: 84 percent / CuBr*SEt₂ / tetrahydrofuran / 1) -40 deg C to room temperature, 10 min, 2) reflux, 4 h

With dmap; copper(I) bromide*diethyl sulfide; sodium hydride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran;

DOI:10.1016/S0040-4020(97)10430-6

upstream raw materials:

(S)-1-(Diphenyl-phosphinoyl)-2-isobutyl-aziridine

cyclopentylmagnesium bromide

(S)-2-amino-4-methylpentan-1-ol

(S)-2-(diphenylphosphinamido)-4-methylpentan-1-ol