(S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide

Base Information

• Chemical Name: (S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide
• CAS No.: 354112-89-3
• Molecular Formula: C₂₀H₂₈NP
• Molecular Weight: 313.423
• Mol file: 354112-89-3.mol

Synonyms:(S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide

Chemical Property of (S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide

There total 6 articles about (S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide 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: 46.0%

(4S)-3-isopropyl-4-isopropyl[1,2,3]oxathiazolidine S,S-dioxide + potassium diphenylphosphine (15475-27-1,4346-39-8) → (S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide (354112-89-3)

Guidance literature:

(4S)-3-isopropyl-4-isopropyl[1,2,3]oxathiazolidine S,S-dioxide; potassium diphenylphosphine; In tetrahydrofuran; for 0.0833333h;

With sulfuric acid; silica gel; In water; at 20 ℃; for 0.666667h; pH=1; Further stages.;

DOI:10.1021/ol701504c

Reference yield: 34.0%

(2S)-1-(diphenylphosphino)-3-methylbutan-2-amine (146476-37-1,1400149-69-0) + acetone (67-64-1) → (S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide (354112-89-3)

Guidance literature:

With sodium cyanoborohydride; In methanol; at 20 ℃;

DOI:10.1039/b304131j

Reference yield:

(S)-2-(N-tert-butoxycarbonylamino)-3-methylbutyl tosylate (122818-28-4) → (S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide (354112-89-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Li / tetrahydrofuran / 12 h / 20 °C

1.2: 71 percent / t-BuCl / tetrahydrofuran / -78 - 20 °C

2.1: 97 percent / DABCO / toluene / 12 h / 40 °C

3.1: 93 percent / CF₃CO₂H / CH₂Cl₂ / 2 h / 20 °C

4.1: Al₂O₃ / 12 h / 20 °C

5.1: 100 mg / LiAlH₄ / tetrahydrofuran / 12 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; aluminum oxide; lithium aluminium tetrahydride; lithium; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/S0957-4166(01)00137-9

upstream raw materials:

(2S)-1-(diphenylphosphino)-3-methylbutan-2-amine

acetone

potassium diphenylphosphine

(S)-2-(N-tert-butoxycarbonylamino)-3-methylbutyl tosylate

Downstream raw materials:

N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-isopropyl-formamide