Tert-butyl benzyl(but-3-ynyl)carbamate

Base Information

• Chemical Name: Tert-butyl benzyl(but-3-ynyl)carbamate
• CAS No.: 142301-75-5
• Molecular Formula: C16H21NO2
• Molecular Weight: 259.348
• DSSTox Substance ID: DTXSID10577495
• Nikkaji Number: J2.347.821H
• Wikidata: Q82467522
• Mol file: 142301-75-5.mol

Synonyms:Tert-butyl benzyl(but-3-ynyl)carbamate;142301-75-5;SCHEMBL22517688;DTXSID10577495;tert-Butyl benzyl(but-3-yn-1-yl)carbamate

Chemical Property of Tert-butyl benzyl(but-3-ynyl)carbamate

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 259.157228913
• Heavy Atom Count: 19
• Complexity: 328

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(CCC#C)CC1=CC=CC=C1

Technology Process of Tert-butyl benzyl(but-3-ynyl)carbamate

There total 5 articles about Tert-butyl benzyl(but-3-ynyl)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: 91.0%

di-tert-butyl dicarbonate (24424-99-5) + N-benzyl-4-amino-1-butyne (107301-61-1) → N-(tert-butoxycarbonyl)-N-benzyl-4-amino-1-butyne (142301-75-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ja507016g

Reference yield:

benzylamine (100-46-9) → N-(tert-butoxycarbonyl)-N-benzyl-4-amino-1-butyne (142301-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dimethylformamide / 15 h / Heating

2: 218 mg / CH₂Cl₂ / 2 h

With triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo060520y

Reference yield:

benzylamine (100-46-9) → N-(tert-butoxycarbonyl)-N-benzyl-4-amino-1-butyne (142301-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.52 g / NaI / dimethylsulfoxide / 35 h / Ambient temperature

2: 23.43 g / pyridine / diethyl ether / 4 h / 0 °C

With pyridine; sodium iodide; In diethyl ether; dimethyl sulfoxide;

upstream raw materials:

di-tert-butyl dicarbonate

N-benzyl-4-amino-1-butyne

benzylamine

(+/-)-1-benzylazetidine-2-carbonitrile

Downstream raw materials:

(2R,4'S)-1'-benzyl-4'-[1-(3-nitrophenyl)vinyl]-2'Hspiro[indene-2,3'-piperidine]-1,2'(3H)-dione

(2R,4'R)-1'-benzyl-4'-[1-(2-thienyl)vinyl]-2'H-spiro[indene-2,3'-piperidine]-1,2'(3H)-dione

(2R,4'S)-1'-benzyl-4'-((E)-4-phenylbuta-1,3-dien-2-yl)spiro[indene-2,3'-piperidine]-1,2'(3H)-dione

(2R,4'S)-1'-benzyl-4'-((Z)-4-phenylbuta-1,3-dien-2-yl)spiro[indene-2,3'-piperidine]-1,2'(3H)-dione