(S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl ester

Base Information

• Chemical Name: (S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl ester
• CAS No.: 286454-85-1
• Molecular Formula: C₂₃H₃₂NO₂P
• Molecular Weight: 385.486
• Mol file: 286454-85-1.mol

Synonyms:(S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl ester

Chemical Property of (S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl ester

There total 6 articles about (S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl 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: 72.0%

(4S)-4-tert-butyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide (1206227-45-3) + potassium diphenylphosphine (15475-27-1,4346-39-8) → (S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl ester (286454-85-1)

Guidance literature:

(4S)-4-tert-butyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide; potassium diphenylphosphine; In tetrahydrofuran; at -78 - 20 ℃;

With sulfuric acid; In tetrahydrofuran; at 20 ℃; for 1h;

With sodium carbonate; In tetrahydrofuran;

DOI:10.1002/adsc.201500110

Reference yield: 43.0%

potassium diphenylphosphine (15475-27-1,4346-39-8) + (S)-[-2,2-dimethyl-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]propyl]carbamic acid 1,1-dimethylethyl ester (229485-69-2) → (S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl ester (286454-85-1)

Guidance literature:

In tetrahydrofuran; at -35 - 20 ℃;

DOI:10.1021/jo991615l

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl ester (286454-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

2: 55 percent / pyridine / -35 - 0 °C

3: 43 percent / tetrahydrofuran / -35 - 20 °C

With pyridine; triethylamine; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Tosylation / 3: Substitution;

DOI:10.1021/jo991615l

upstream raw materials:

potassium diphenylphosphine

(S)-[-2,2-dimethyl-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]propyl]carbamic acid 1,1-dimethylethyl ester

di-tert-butyl dicarbonate

(S)-tert-leucinol

Downstream raw materials:

(S)‐1‐(diphenylphosphino)‐3,3‐dimethylbutan‐2‐amine