Tert-butyl 2-(methylthio)-5H-pyrrolo[3,4-D]pyrimidine-6(7H)-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-(methylthio)-5H-pyrrolo[3,4-D]pyrimidine-6(7H)-carboxylate
• CAS No.: 365996-86-7
• Molecular Formula: C12H17N3O2S
• Molecular Weight: 267.34700
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90593815
• Wikidata: Q82488390
• Mol file: 365996-86-7.mol

Synonyms:365996-86-7;TERT-BUTYL 2-(METHYLTHIO)-5H-PYRROLO[3,4-D]PYRIMIDINE-6(7H)-CARBOXYLATE;6-Boc-2-(methylthio)-5,7-dihydropyrrolo[3,4-d]pyrimidine;TERT-BUTYL 2-(METHYLTHIO)-5,7-DIHYDRO-6H-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLATE;tert-butyl 2-methylsulfanyl-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylate;MFCD13185178;tert-Butyl 2-(methylthio)-5H-pyrrolo-[3,4-d]pyrimidine-6(7H)-carboxylate;tert-butyl 2-(methylsulfanyl)-5H,6H,7H-pyrrolo[3,4-d]pyrimidine-6-carboxylate;2-METHYLSULFANYL-5,7-DIHYDRO-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLIC ACID TERT-BUTYL ESTER;YO-PRO3;SCHEMBL741949;DTXSID90593815;WYPNWMDBICFBAM-UHFFFAOYSA-N;CS-D0872;AKOS016004741;AB66722;CS-11522;SY023706;DB-069409;F30388;A874321;F1915-8711;_x000D_6-Boc-2-(methylthio)-57-dihydropyrrolo[34-d]pyrimidine;6-(tert-butoxy-carbonyl)-5,7-dihydro-2-methylthiopyrrolo[3,4-d]-pyrimidine;6-(tert-butoxycarbonyl)-5,7-dihydro-2-methylthiopyrrolo[3,4-d]-pyrimidine;6-Boc-2-(methylthio)-5 pound not7-dihydropyrrolo[3 pound not4-d]pyrimidine;tert-butyl 2-(methylsulfanyl)-5,7-dihydro-6h-pyrrolo[3,4-d]pyrimidine-6-carboxylate;TERT-BUTYL 2-(METHYLSULFANYL)-5H,7H-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLATE

Chemical Property of Tert-butyl 2-(methylthio)-5H-pyrrolo[3,4-D]pyrimidine-6(7H)-carboxylate

Chemical Property:

• Vapor Pressure: 1.06E-06mmHg at 25°C
• Boiling Point: 402.9oC at 760 mmHg
• Flash Point: 197.4oC
• PSA: 80.62000
• Density: 1.26g/cm3
• LogP: 2.38710
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 267.10414797
• Heavy Atom Count: 18
• Complexity: 319

Purity/Quality:

NLT 98% ^*data from raw suppliers

tert-Butyl2-(methylthio)-5H-pyrrolo-[3,4-d]pyrimidine-6(7H)-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2=CN=C(N=C2C1)SC

Technology Process of Tert-butyl 2-(methylthio)-5H-pyrrolo[3,4-D]pyrimidine-6(7H)-carboxylate

There total 8 articles about Tert-butyl 2-(methylthio)-5H-pyrrolo[3,4-D]pyrimidine-6(7H)-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: 76.0%

3-(dimethylaminomethylene)-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (157327-42-9) + S-Methylisothiourea sulfate (867-44-7,147895-43-0) → tert-Butyl 2-(methylsulfanyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate (365996-86-7)

Guidance literature:

S-Methylisothiourea sulfate; With sodium ethanolate; In ethanol; for 0.833333h; Cooling with ice;

3-(dimethylaminomethylene)-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester; In ethanol; at 80 ℃; for 16h;

Reference yield: 41.0%

(E)-3-((dimethylamino)methylene)-4-oxopyrrolidine-1-carboxylic acid tert-butyl ester + carbamimidothioic acid methyl ester (2986-19-8) → tert-Butyl 2-(methylsulfanyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate (365996-86-7)

Guidance literature:

carbamimidothioic acid methyl ester; With sodium ethanolate; In ethanol; at 0 ℃; for 0.166667h; Inert atmosphere;

(E)-3-((dimethylamino)methylene)-4-oxopyrrolidine-1-carboxylic acid tert-butyl ester; In ethanol; at 80 ℃; for 4h; Inert atmosphere;

Reference yield:

tert-butyl (3Z)-3-[(dimethylamino)methylene]-4-oxopyrrolidine-1-carboxylate (905274-02-4) → tert-Butyl 2-(methylsulfanyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate (365996-86-7)

Guidance literature:

S-Methylisothiourea sulfate; With sodium ethanolate; In ethanol; at 0 ℃; for 0.166667h;

tert-butyl (3Z)-3-[(dimethylamino)methylene]-4-oxopyrrolidine-1-carboxylate; In ethanol; at 80 ℃; for 2h;

upstream raw materials:

2-methylisothiourea sulphate

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

methylisothiourea monosulfate

N,N-dimethyl-formamide dimethyl acetal

Downstream raw materials:

tert-Butyl 2-(methylsulfonyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate

4-(2-amino-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidin-6-yl)-N-[3-(trifluoromethyl)phenyl]pyridine-2-carboxamide

4-(2-methylsulfanyl-5,7-dihydro-pyrrolo[3,4-d]pyrimidin-6-yl)-pyridine-2-carboxylic acid (3-trifluoromethyl-phenyl)-amide

4-(2-(methylsulfinyl)-5H-pyrrolo[3,4-d]pyrimidin-6(7H)-yl)-N-(3-(trifluoromethyl)phenyl)picolinamide

Refernces

• 1、 -. "INHIBITING UBIQUITIN SPECIFIC PEPTIDASE 9X". . . Retrieved 2020/07/15.
• 2、 -. "METHOD OF TREATING CONDITIIONS WITH KINASE INHIBITORS". . . Retrieved 2013/09/26.