tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)carbamate
• CAS No.: 1032758-88-5
• Molecular Formula: C15H24BN3O4
• Molecular Weight: 321.184
• Hs Code.: 2934999090
• European Community (EC) Number: 801-594-1
• DSSTox Substance ID: DTXSID30590363
• Wikidata: Q72509990
• Mol file: 1032758-88-5.mol

Synonyms:1032758-88-5;tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)carbamate;2-(TERT-BUTOXYCARBONYLAMINO)PYRIMIDINE-5-BORONIC ACID, PINACOL ESTER;tert-butyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]carbamate;tert-Butyl [5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]carbamate;2-(tert-Butoxycarbonylamino)pyrimidine-5-boronic acid pinacol ester;SCHEMBL1180976;DTXSID30590363;XICHESWFGOSKMN-UHFFFAOYSA-N;MFCD09027069;AKOS015838242;AM90007;SB58020;tert-butyl N-[5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]carbamate;BS-25769;CS-0175422;A22862;EN300-7282074;J-506608;2-Aminopyrimidine-5-boronic acid, pinacol ester, 2-BOC protected;[2-[(Tert-Butoxycarbonyl)amino]pyrimidin-5-yl]boronic acid pinacol ester;2-(tert-butoxycarbonylamino)pyrimidine-5-boronic acid pinacol ester, AldrichCPR;t-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrimidin-2-ylcarbamate;tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)pyrimidin-2-yl)carbamate;Tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-ylcarbamate;tert-Butyl(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)carbamate;[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidin-2-yl]-carbamic acid-tert-butylester

Chemical Property of tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)carbamate

Chemical Property:

• PKA: 11.38±0.70(Predicted)
• PSA: 82.57000
• Density: 1.13 g/cm³
• LogP: 2.19580
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 321.1859864
• Heavy Atom Count: 23
• Complexity: 427

Purity/Quality:

97% ^*data from raw suppliers

2-(Tert-butoxycarbonylamino)pyrimidine-5-boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(N=C2)NC(=O)OC(C)(C)C

Technology Process of tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)carbamate

There total 3 articles about tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)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: 94.0%

5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyrimidin-2-ylamine (402960-38-7) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]carbamate (1032758-88-5)

Guidance literature:

In toluene; at 80 ℃; for 12h;

Reference yield: 71.0%

benzhydrylidene-(5-bromo-pyrimidine-2-yl)amine (1072850-89-5) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]carbamate (1032758-88-5)

Guidance literature:

at 80 ℃; for 12h;

Reference yield:

tert-butyl (5-bromopyrimidin-2-yl)carbamate (883231-23-0) + bis(pinacol)diborane (73183-34-3) → tert-butyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]carbamate (1032758-88-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.11.038

upstream raw materials:

benzhydrylidene-(5-bromo-pyrimidine-2-yl)amine

di-tert-butyl dicarbonate

tert-butyl (5-bromopyrimidin-2-yl)carbamate

bis(pinacol)diborane