Tert-Butyl N-(3-Amino-3-Thioxopropyl)Carbamate

Base Information

• Chemical Name: Tert-Butyl N-(3-Amino-3-Thioxopropyl)Carbamate
• CAS No.: 77152-97-7
• Molecular Formula: C8H16 N2 O2 S
• Molecular Weight: 204.29
• Hs Code.: 2930909090
• European Community (EC) Number: 826-628-2
• NSC Number: 655427
• DSSTox Substance ID: DTXSID90370860
• Nikkaji Number: J1.132.854G
• ChEMBL ID: CHEMBL1996366
• Mol file: 77152-97-7.mol

Synonyms:77152-97-7;Tert-Butyl N-(3-Amino-3-Thioxopropyl)Carbamate;tert-Butyl 3-amino-3-thioxopropylcarbamate;tert-Butyl (3-amino-3-thioxopropyl)carbamate;tert-butyl N-(3-amino-3-sulfanylidenepropyl)carbamate;tert-butyl N-(2-carbamothioylethyl)carbamate;NSC655427;SCHEMBL1788759;CHEMBL1996366;DTXSID90370860;OBDMXQCRRWGEQM-UHFFFAOYSA-N;MFCD02180883;AKOS009157879;NSC-655427;s12103;tert-butyl 2-thiocarbamoylethylcarbamate;AS-10126;NCI60_019221;3-(tert-Butoxycarbonylamino)propanethioamide;CS-0100892;FT-0641637;t-Butyl N-(3-amino-3-thioxopropyl)carbamate;tert-Butyl(3-amino-3-thioxopropyl)carbamate;EN300-53899;tert.butyl N(3-amino-3-thioxopropyl)carbamate;tert. butyl N(3-amino-3-thioxopropyl)carbamate;tert-butyl N-(3-amino-3-thioxo-propyl)carbamate;A851601;tert-Butyl (3-amino-3-sulfanylidenepropyl)carbamate;(2-thiocarbamoyl-ethyl)-carbamic acid tert-butyl ester;1,1-dimethylethyl (3-amino-3-thioxopropyl)carbamate;tert-Butyl 3-amino-3-thioxopropylcarbamate, AldrichCPR

Chemical Property of Tert-Butyl N-(3-Amino-3-Thioxopropyl)Carbamate

Chemical Property:

• Melting Point: 108-112
• Refractive Index: 1.52
• PKA: 12.31±0.46(Predicted)
• PSA: 96.44000
• Density: 1.124g/cm³
• LogP: 2.27850
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 204.09324893
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

98%min ^*data from raw suppliers

tert-ButylN-(3-Amino-3-thioxopropyl)carbamate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tert-Butyl N-(3-Amino-3-Thioxopropyl)Carbamate

There total 4 articles about Tert-Butyl N-(3-Amino-3-Thioxopropyl)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: 87.0%

3-<(tert-butoxycarbonyl)amino>propionitrile (53588-95-7) → 3-<(tert-butoxycarbonyl)amino>propiothioamide (77152-97-7)

Guidance literature:

With sodium monohydrogen sulfide x-hydrate; magnesium chloride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2016.04.006

Reference yield: 70.0%

(2-carbamoyl-ethyl)-carbamic acid tert-butyl ester (65983-35-9) → 3-<(tert-butoxycarbonyl)amino>propiothioamide (77152-97-7)

Guidance literature:

With Lawessons reagent; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1055/s-1999-3417

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 3-<(tert-butoxycarbonyl)amino>propiothioamide (77152-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / NEt₃ / 1,2-dimethoxy-ethane / 4 h / Ambient temperature

2: H₂S, NEt₃ / pyridine / 18 h / 0 °C

With hydrogen sulfide; triethylamine; In pyridine; 1,2-dimethoxyethane;

DOI:10.1002/ardp.19933260505

upstream raw materials:

3-<(tert-butoxycarbonyl)amino>propionitrile

(2-carbamoyl-ethyl)-carbamic acid tert-butyl ester

3-(tert-butyloxycarbonylamino)propionic acid

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl {2-[4-(5-phenyloxazol-2-yl)thiazol-2-yl]ethyl}carbamate

2-[2-(2-aminoethyl)thiazol-4-yl]-5-phenyloxazole

N-benzoyl-3-<(tert-butoxycarbonyl)amino>propionamidine

3-<(tert-butoxycarbonyl)amino>propionamidine

Refernces

• 1、 Josse, Olivier,Labar, Daniel,Marchand-Brynaert, Jacqueline. "A convenient synthesis of ethyl 3-aminopropanedithioate (β-alanine ethyl dithioester)". . p. 404 - 406. Retrieved 2007/10/03.
• 2、 Houssin,Bernier,Henichart. "Aminoalkyl derivatives of 2,4'-bithiazole-4-carboxylic acid, the intercalating part of bleomycin". . p. 681 - 683. Retrieved 2007/10/02.