1,1-Dimethylethyl N-[(1S,2E)-1-methyl-3-phenyl-2-propen-1-yl]carbamate

Base Information

• Chemical Name: 1,1-Dimethylethyl N-[(1S,2E)-1-methyl-3-phenyl-2-propen-1-yl]carbamate
• CAS No.: 101507-03-3
• Molecular Formula: C₁₅H₂₁NO₂
• Molecular Weight: 247.337
• DSSTox Substance ID: DTXSID901153257
• Mol file: 101507-03-3.mol

Synonyms:SCHEMBL10980321;DTXSID901153257;1,1-Dimethylethyl N-[(1S,2E)-1-methyl-3-phenyl-2-propen-1-yl]carbamate;101507-03-3

Chemical Property of 1,1-Dimethylethyl N-[(1S,2E)-1-methyl-3-phenyl-2-propen-1-yl]carbamate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 247.157228913
• Heavy Atom Count: 18
• Complexity: 285

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C=CC1=CC=CC=C1)NC(=O)OC(C)(C)C
• Isomeric SMILES: C[C@@H](/C=C/C1=CC=CC=C1)NC(=O)OC(C)(C)C

Technology Process of 1,1-Dimethylethyl N-[(1S,2E)-1-methyl-3-phenyl-2-propen-1-yl]carbamate

There total 5 articles about 1,1-Dimethylethyl N-[(1S,2E)-1-methyl-3-phenyl-2-propen-1-yl]carbamate 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: 73.0%

(R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine (129319-91-1) + benzaldehyde (100-52-7) → ((E)-(R)-1-Methyl-3-phenyl-allyl)-carbamic acid tert-butyl ester (101507-03-3,101507-05-5,129319-92-2,129389-43-1,129389-44-2)

Guidance literature:

With triphenylphosphine; In isopropyl alcohol; for 48h; Heating;

DOI:10.1016/S0040-4039(00)94666-5

Reference yield: 71.0%

(+/-)-N-(tert-Butoxycarbonyl)-2-methylaziridine (129319-71-7) + benzaldehyde (100-52-7) → ((E)-1-Methyl-3-phenyl-allyl)-carbamic acid tert-butyl ester (101507-03-3,101507-05-5,129319-92-2,129389-43-1,129389-44-2)

Guidance literature:

With triphenylphosphine; In isopropyl alcohol; for 48h; Heating; other aldehydes; other Methylaziridines;

DOI:10.1016/S0040-4039(00)94666-5

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → ((E)-(R)-1-Methyl-3-phenyl-allyl)-carbamic acid tert-butyl ester (101507-03-3,101507-05-5,129319-92-2,129389-43-1,129389-44-2)

Guidance literature:

Multi-step reaction with 4 steps

1: dioxane; propan-2-ol / 23 °C

2: Et₃N / CH₂Cl₂ / -23 °C

3: LiHMDS / tetrahydrofuran / -23 °C

4: 73 percent / Ph₃P / propan-2-ol / 48 h / Heating

With triethylamine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; isopropyl alcohol;

DOI:10.1016/S0040-4039(00)94666-5

upstream raw materials:

(+/-)-N-(tert-Butoxycarbonyl)-2-methylaziridine

benzaldehyde

(R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine

di-tert-butyl dicarbonate

Downstream raw materials:

(E)-(R)-1-Methyl-3-phenyl-allylamine

(+/-)-2-amino-4-phenylbut-3-ene