Boc-3-isothiocyanatopropylamine

Base Information

• Chemical Name: Boc-3-isothiocyanatopropylamine
• CAS No.: 286955-45-1
• Molecular Formula: C₉H₁₆N₂O₂S
• Molecular Weight: 216.304
• Hs Code.: 2930909090
• European Community (EC) Number: 689-607-5
• DSSTox Substance ID: DTXSID00394173
• Nikkaji Number: J1.555.834B
• Mol file: 286955-45-1.mol

Synonyms:286955-45-1;Boc-3-isothiocyanatopropylamine;tert-butyl (3-isothiocyanatopropyl)carbamate;tert-Butyl N-(3-isothiocyanatopropyl)carbamate;SCHEMBL4394729;DTXSID00394173;MFCD00674500;t-butyl 3-isothiocyanatopropylcarbamate;BS-42181;t-Butyl (3-isothiocyanatopropyl)carbamate;EN300-6489608;N-Boc-3-isothiocyanatopropylamine, >=97.0% (GC);(3-Isothiocyanatopropyl)carbamic acid tert-butyl ester

Chemical Property of Boc-3-isothiocyanatopropylamine

Chemical Property:

• Melting Point: 67-72°C
• Boiling Point: 340.9±25.0 °C(Predicted)
• PKA: 12.57±0.46(Predicted)
• PSA: 86.27000
• Density: 1.07±0.1 g/cm3(Predicted)
• LogP: 2.20840
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 216.09324893
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(3-Isothiocyanatopropyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-42
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCN=C=S

Technology Process of Boc-3-isothiocyanatopropylamine

There total 1 articles about Boc-3-isothiocyanatopropylamine 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:

carbon disulfide (75-15-0,12122-00-8) + N-Boc-1,3-diaminopropane (75178-96-0) → (3-isothiocyanatopropyl)-carbamic acid tert-butyl ester (286955-45-1)

Guidance literature:

carbon disulfide; N-Boc-1,3-diaminopropane; With triethylamine; In ethanol; at 20 ℃; for 0.5h;

With dmap; di-tert-butyl dicarbonate; In ethanol; at 0 - 20 ℃;

Reference yield: 84.9%

4-amino-3-methylphenol (2835-99-6) + (3-isothiocyanatopropyl)-carbamic acid tert-butyl ester (286955-45-1) → tert-butyl (3-(3-(4-hydroxy-2-methylphenyl)thioureido)propyl)carbamate

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.chembiol.2018.03.005

Reference yield:

(3-isothiocyanatopropyl)-carbamic acid tert-butyl ester (286955-45-1) → (Z)-N-(3-(2-((4-hydroxy-2-methylphenyl)imino)-4'-methyl-2'-(pyrazin-2-yl)-[4,5'-bithiazol]-3(2H)-yl)propyl)acetamide

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2.1: isopropyl alcohol / 8 h / 80 °C / Inert atmosphere; Microwave irradiation

2.2: 2 h / 20 °C / Inert atmosphere

3.1: pyridine / 0.5 h / 20 °C / Inert atmosphere

With pyridine; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1016/j.chembiol.2018.03.005

upstream raw materials:

carbon disulfide

N-Boc-1,3-diaminopropane

Downstream raw materials:

Methyl 3α-{[3-(tert-butoxycarbonylamino)propylamino]thioxomethylamino}-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate

Refernces