1-(Boc-amino)-2,3-butadiene

Base Information

• Chemical Name: 1-(Boc-amino)-2,3-butadiene
• CAS No.: 92136-43-1
• Molecular Formula: C₉H₁₅NO₂
• Molecular Weight: 169.224
• Hs Code.: 2924297099
• European Community (EC) Number: 685-084-2
• DSSTox Substance ID: DTXSID00561924
• Mol file: 92136-43-1.mol

Synonyms:1-(Boc-amino)-2,3-butadiene;92136-43-1;tert-butyl buta-2,3-dienylcarbamate;2-Methyl-2-propanyl 2,3-butadien-1-ylcarbamate;tert-butyl n-buta-2,3-dienylcarbamate;(Boc-aminomethyl)allene;SCHEMBL8625890;DTXSID00561924;AMRPVMHVZVNBQI-UHFFFAOYSA-N;AKOS025295918;CARBAMIC ACID, 2,3-BUTADIENYL-, 1,1-DIMETHYLETHYL ESTER (9CI);1-(Boc-amino)-2,3-butadiene, 95%;tert-Butyl buta-2,3-dien-1-ylcarbamate;BS-22641;N-(t-Butoxycarbonyl)-2,3-butadienylamine;CS-0208292;EN300-218923;A901068;TERT-BUTYL N-(BUTA-2,3-DIEN-1-YL)CARBAMATE

Chemical Property of 1-(Boc-amino)-2,3-butadiene

Chemical Property:

• Refractive Index: n20/D1.469
• Flash Point: 98℃
• PSA: 38.33000
• Density: 0.965 g/mL at 25 °C
• LogP: 2.24310
• Storage Temp.: ?20°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 169.110278721
• Heavy Atom Count: 12
• Complexity: 197

Purity/Quality:

97% ^*data from raw suppliers

1-(Boc-amino)-2,3-butadiene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC=C=C

Technology Process of 1-(Boc-amino)-2,3-butadiene

There total 4 articles about 1-(Boc-amino)-2,3-butadiene 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: 65.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-tert-Butoxycarbonyl-1-amino-3-propyne (92136-39-5) → tert-butyl 2,3-butadienylcarbamic acid (92136-43-1)

Guidance literature:

With copper(l) iodide; diisopropylamine; In 1,4-dioxane; for 0.2h; Reflux;

DOI:10.1039/d1ob00887k

Reference yield:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + diethyl ether (60-29-7,927820-24-4) + N-tert-Butoxycarbonyl-1-amino-3-propyne (92136-39-5) → tert-butyl 2,3-butadienylcarbamic acid (92136-43-1)

Guidance literature:

With formaldehyd; acetic acid; diisopropylamine; copper(I) bromide; In hexane; water;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2,3-butadienylcarbamic acid (92136-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 2 h

2: diisopropylamine; CuBr / dioxane / 12 h / Heating

With triethylamine; diisopropylamine; copper(I) bromide; In 1,4-dioxane; dichloromethane;

DOI:10.1021/ja049568o

upstream raw materials:

formaldehyd

N-tert-Butoxycarbonyl-1-amino-3-propyne

di-tert-butyl dicarbonate

Propargylamine