N-Boc-2-isothiocyanatoethylamine

Base Information

• Chemical Name: N-Boc-2-isothiocyanatoethylamine
• CAS No.: 137743-46-5
• Molecular Formula: C8H14N2O2S
• Molecular Weight: 202.277
• Hs Code.: 2930909090
• European Community (EC) Number: 635-061-8
• DSSTox Substance ID: DTXSID80400968
• Nikkaji Number: J2.584.400I
• Mol file: 137743-46-5.mol

Synonyms:137743-46-5;N-Boc-2-isothiocyanatoethylamine;BOC-2-ISOTHIOCYANATOETHYLAMINE;tert-Butyl N-(2-isothiocyanatoethyl)carbamate;tert-butyl (2-isothiocyanatoethyl)carbamate;MFCD00674499;SCHEMBL382722;DTXSID80400968;FWYDKMQRTRGCPC-UHFFFAOYSA-N;AMY42164;AKOS016352761;NS-02088;W17224;2-(tert-Butoxycarbonylamino)ethyl isothiocyanate;1,1-dimethylethyl (2-isothiocyanatoethyl)carbamate;J-007056;N-Boc-2-isothiocyanatoethylamine, >=98.0% (GC);2-Methyl-2-propanyl (2-isothiocyanatoethyl)carbamate

Chemical Property of N-Boc-2-isothiocyanatoethylamine

Chemical Property:

• Vapor Pressure: 0.000305mmHg at 25°C
• Melting Point: 92-96 °C
• Refractive Index: 1.503
• Boiling Point: 321.1°C at 760 mmHg
• Flash Point: 148°C
• PSA: 82.78000
• Density: 1.08g/cm³
• LogP: 2.00480
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 202.07759887
• Heavy Atom Count: 13
• Complexity: 217

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-2-isothiocyanatoethylamine ^*data from reagent suppliers

Safty Information:

• 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)NCCN=C=S
• Uses: Synthesis of 2-alkylamino-1-imidazolines. Used in the synthesis of 2-alkylamino-1-imidazolines

Technology Process of N-Boc-2-isothiocyanatoethylamine

There total 6 articles about N-Boc-2-isothiocyanatoethylamine 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: 93.2%

carbon disulfide (75-15-0,12122-00-8) + N-BOC-1,2-diaminoethane (57260-73-8) → 2-tert-butyloxycarbonylaminoethyl isothiocyanate (137743-46-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 21h; Ambient temperature;

DOI:10.1021/ja00075a021

Reference yield: 63.0%

thiophosgene (463-71-8) + N-BOC-1,2-diaminoethane (57260-73-8) → 2-tert-butyloxycarbonylaminoethyl isothiocyanate (137743-46-5)

Guidance literature:

With sodium hydrogencarbonate; In water;

DOI:10.1016/j.tet.2016.07.061

Reference yield:

C8H16N2O2S2*C6H15N → 2-tert-butyloxycarbonylaminoethyl isothiocyanate (137743-46-5)

Guidance literature:

C₈H₁₆N₂O₂S₂*C₆H₁₅N; With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In dichloromethane; ethyl acetate; at 4 - 20 ℃; for 2.08333h;

With water; In dichloromethane; ethyl acetate; for 0.5h;

DOI:10.1055/s-0036-1591842

upstream raw materials:

carbon disulfide

N-BOC-1,2-diaminoethane

di-tert-butyl dicarbonate

tert-butyl chloroformate

Downstream raw materials:

(S)-2-{4-[3-(2-tert-Butoxycarbonylamino-ethyl)-thioureidomethyl]-benzoylamino}-3-phenyl-propionic acid methyl ester

{3-[3-(2-tert-butyloxycarbonylaminoethyl)thioureido]propyl}carbamic acid benzyl ester

methyl (S)-2-(3-(2-(tert-butoxycarbonyl)aminoethyl)thioureido)-3-phenylpropanoate

{2-[N'-{3-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-2-phenylethylamino]propyl}-N''-(2,2,2-trifluoroacetyl)guanidino]ethyl}carbamic acid tert-butyl ester