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

Base Information

• Chemical Name: Tert-butyl 2-(methylsulfonyl)-5H-pyrrolo[3,4-D]pyrimidine-6(7H)-carboxylate
• CAS No.: 365996-87-8
• Molecular Formula: C12H17N3O4S
• Molecular Weight: 299.351
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30593814
• Wikidata: Q72503789
• Mol file: 365996-87-8.mol

Synonyms:365996-87-8;TERT-BUTYL 2-(METHYLSULFONYL)-5H-PYRROLO[3,4-D]PYRIMIDINE-6(7H)-CARBOXYLATE;tert-butyl 2-methylsulfonyl-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylate;MFCD09839781;tert-butyl 2-(methylsulfonyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate;Tert-butyl2-(methylsulfonyl)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate;OWHKZXFLURWFDL-UHFFFAOYSA-N;SCHEMBL741206;DTXSID30593814;CS-D1271;6-Boc-2-(methylsulfonyl)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidine;AKOS015852578;tert-Butyl 2-(methylsulfinyl)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate;2-Methanesulfonyl-5,7-dihydro-pyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester;5,7-Dihydro-2-(methylsulphonyl)-6H-pyrrolo[3,4-d]pyrimidine, N6-BOC protected;DS-10804;SY105565;DB-069410;F30389;A849501;J-524412;6-(tert-Butoxycarbonyl)-5,7-dihydro-2-methylsulfonyl-pyrrolo[3,4-d]pyrimidine;6-(tert-Butoxycarbonyl)-5,7-dihydro-2-methylsulfonylpyrrolo[3,4-d]pyrimidine;tert-Butyl 2-(methanesulfonyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate;TERT-BUTYL 2-METHANESULFONYL-5H,7H-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLATE

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 481.207 °C at 760 mmHg
• Flash Point: 244.825 °C
• PSA: 97.84000
• Density: 1.33 g/cm³
• LogP: 2.14950
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 299.09397721
• Heavy Atom Count: 20
• Complexity: 480

Purity/Quality:

98%min ^*data from raw suppliers

5,7-Dihydro-2-(methylsulfonyl)-6H-pyrrolo[3,4-d]pyrimidine, N6-Boc protected 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)S(=O)(=O)C

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

There total 4 articles about Tert-butyl 2-(methylsulfonyl)-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: 89.0%

tert-Butyl 2-(methylsulfanyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate (365996-86-7) → tert-Butyl 2-(methylsulfonyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate (365996-87-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 5h; Inert atmosphere;

Reference yield:

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (101385-93-7) → tert-Butyl 2-(methylsulfonyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate (365996-87-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1 h / 140 °C

2.1: sodium ethanolate / ethanol / 0.17 h / 0 °C

2.2: 2 h / 80 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 °C

With sodium ethanolate; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane;

Reference yield:

tert-butyl (3Z)-3-[(dimethylamino)methylene]-4-oxopyrrolidine-1-carboxylate (905274-02-4) → tert-Butyl 2-(methylsulfonyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate (365996-87-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium ethanolate / ethanol / 0.17 h / 0 °C

1.2: 2 h / 80 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 °C

With sodium ethanolate; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane;

upstream raw materials:

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

tert-butyl (3Z)-3-[(dimethylamino)methylene]-4-oxopyrrolidine-1-carboxylate

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

Downstream raw materials:

6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidine-2-carbonitrile

Refernces

• 1、 -. "INHIBITING UBIQUITIN SPECIFIC PEPTIDASE 9X". Paragraph 0073-0074; 0173. . Retrieved 2020/07/15.
• 2、 -. "DIAMINE DERIVATIVES". Page/Page column 91. . Retrieved 2008/06/13.