Tert-butyl 3-carbamothioylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-carbamothioylpyrrolidine-1-carboxylate
• CAS No.: 122684-35-9
• Molecular Formula: C10H18N2O2S
• Molecular Weight: 230.33
• Hs Code.: 2933990090
• European Community (EC) Number: 889-984-8
• DSSTox Substance ID: DTXSID90408298
• Nikkaji Number: J3.141.660D
• Mol file: 122684-35-9.mol

Synonyms:122684-35-9;Tert-butyl 3-carbamothioylpyrrolidine-1-carboxylate;3-Thiocarbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester;1-BOC-3-THIOCARBAMOYL-PYRROLIDINE;N-BOC-Pyrrolidine-3-thiocarboxamide;TERT-BUTYL 3-THIOCARBAMOYLPYRROLIDINE-1-CARBOXYLATE;3-Thiocarbamoylpyrrolidine-1-carboxylic acid tert-butyl ester;1-BOC-PYRROLIDINE-3-CARBOTHIOAMIDE;3-Thiocarbamoyl-pyrrolidine-1-carboxylic acidtert-butyl ester;SCHEMBL1476229;DTXSID90408298;FKLPAGOTHFVRLL-UHFFFAOYSA-N;XEA68435;MFCD03791259;AKOS015838330;AB16200;AS-40984;A2586;CS-0215099;FT-0651065;EN300-222023;Tert-butyl3-carbamothioylpyrrolidine-1-carboxylate;1,1-Dimethylethyl 3-(aminocarbonothioyl)-1-pyrrolidinecarboxylate;1-Pyrrolidinecarboxylicacid,3-(aminothioxomethyl)-,1,1-dimethylethyl ester;3-Thiocarbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester, AldrichCPR;1-Pyrrolidinecarboxylic acid, 3-(aminothioxomethyl)-, 1,1-dimethylethyl ester

Chemical Property of Tert-butyl 3-carbamothioylpyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 9.17E-05mmHg at 25°C
• Melting Point: 139-141 °C
• Refractive Index: 1.556
• Boiling Point: 339.5 °C at 760 mmHg
• Flash Point: 159.1 °C
• PSA: 87.65000
• Density: 1.191 g/cm³
• LogP: 2.16770
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 230.10889899
• Heavy Atom Count: 15
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl3-Thiocarbamoylpyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C1)C(=S)N

Technology Process of Tert-butyl 3-carbamothioylpyrrolidine-1-carboxylate

There total 7 articles about Tert-butyl 3-carbamothioylpyrrolidine-1-carboxylate 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: 79.0%

1-tert-<(butyloxy)carbonyl>-3-carbamoylpyrrolidine (122684-34-8) → 1-tert-<(butyloxy)carbonyl>-3-(thiocarbamoyl)pyrrolidine (122684-35-9)

Guidance literature:

With Lawessons reagent; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

3-cyanopyrrolidine-1-carboxylic acid tert-butyl ester (476493-40-0) → 1-tert-<(butyloxy)carbonyl>-3-(thiocarbamoyl)pyrrolidine (122684-35-9)

Guidance literature:

With hexamethyldisilathiane; sodium methylate; In 1,3-dimethyl-2-imidazolidinone; methanol; at 20 ℃;

Reference yield:

1-boc-pyrrolidine-3-carboxylic acid (72925-16-7,72983-31-4,140148-70-5,59378-75-5) → 1-tert-<(butyloxy)carbonyl>-3-(thiocarbamoyl)pyrrolidine (122684-35-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 0 - 20 °C

2: NH₃ / CH₂Cl₂

3: 45 percent / Lawesson's reagent / benzene / 2 h / Heating

With Lawessons reagent; ammonia; triethylamine; In dichloromethane; benzene;

DOI:10.1021/jm00169a041

upstream raw materials:

1-tert-<(butyloxy)carbonyl>-3-carbamoylpyrrolidine

methyl pyrrolidine-3-carboxylate

di-tert-butyl dicarbonate

1-boc-pyrrolidine-3-carboxylic acid

Downstream raw materials:

C₁₉H₂₂N₂O₄S

5-ethyl-2-{3-[4-(4-tetrazol-1-ylphenoxymethyl)thiazol-2-yl]pyrrolidin-1-yl}pyrimidine

3-[4-(4-tetrazol-1-ylphenoxymethyl)thiazol-2-yl]pyrrolidine-1-carboxylic acid tert-butyl ester

3-cyanopyrrolidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "SUBSTITUTED NICOTINIMIDE INHIBITORS OF BTK AND THEIR PREPARATION AND USE IN THE TREATMENT OF CANCER, INFLAMMATION AND AUTOIMMUNE DISEASE". Page/Page column 91. . Retrieved 2015/04/15.
• 2、 MacLeod,Baker,Freedman,Patel,Merchant,Roe,Saunders. "Synthesis and muscarinic activities of 1,2,4-thiadiazoles". . p. 2052 - 2059. Retrieved 2007/10/02.