N-Boc-2-pyrroleboronic acid

Base Information

• Chemical Name: N-Boc-2-pyrroleboronic acid
• CAS No.: 135884-31-0
• Molecular Formula: C9H14BNO4
• Molecular Weight: 211.025
• Hs Code.: 29339900
• European Community (EC) Number: 688-503-7
• DSSTox Substance ID: DTXSID20370212
• Nikkaji Number: J392.612E
• Wikidata: Q72450626
• ChEMBL ID: CHEMBL3236896
• Mol file: 135884-31-0.mol

Synonyms:135884-31-0;N-Boc-2-pyrroleboronic acid;N-Boc-pyrrole-2-boronic acid;1-BOC-pyrrole-2-boronic acid;1-(TERT-BUTOXYCARBONYL)PYRROLE-2-BORONIC ACID;1-(T-Butoxycarbonyl)Pyrrole-2-Boronic Acid;1-(tert-butoxycarbonyl)-1H-pyrrol-2-ylboronic acid;(1-(tert-Butoxycarbonyl)-1H-pyrrol-2-yl)boronic acid;MFCD01318939;1-N-BOC-PYRROLE-2-BORONIC ACID;[1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrol-2-yl]boronic Acid;N-BOC-PYRRYL-BORONIC ACID;{1-[(tert-butoxy)carbonyl]-1H-pyrrol-2-yl}boronic acid;1H-PYRROLE-1-CARBOXYLIC ACID, 2-BORONO-, 1-(1,1-DIMETHYLETHYL) ESTER;1-TERT-BUTOXYCARBONYL-2-PYRROLYLBORONIC ACID;[1-(tert-butoxycarbonyl)-1H-pyrrol-2-yl]boronic acid;N-Boc-2-pyrroleboronicacid;C9H14BNO4;tert-Butyl 2-borono-1H-pyrrole-1-carboxylate;SCHEMBL69996;1-(tert-Butoxycarbonyl)-1H-pyrrole-2-boronic acid;(1-TERT-BUTOXYCARBONYLPYRROL-2-YL)BORONIC ACID;CHEMBL3236896;DTXSID20370212;1-(Boc)-pyrrole-2-boronic acid;ZWGMJLNXIVRFRJ-UHFFFAOYSA-N;N-Boc-1H-pyrrol-2-ylboronic acid;1-N-(BOC)pyrrole-2-boronic acid;BCP22387;1-BOC-1H-pyrrol-2-ylboronic acid;N-BOC-2-PYRROLYLBORONIC ACID;AKOS004116328;AM86072;CS-W008699;GS-6721;PB17209;1-t-butoxycarbonylpyrrole-2-boronic acid;NCGC00249565-01;1-t-butoxycarbonylpyrrol-2-ylboronic acid;AC-26886;BP-30246;SY007784;N-terbutoxycarbonyl-pyrrole-2-boronic acid;1-t-butoxycarbonylpyrrol-2-yl boronic acid;1-tert-butoxycarbonyl-2-pyrroleboronic acid;1-tert-butoxycarbonylpyrrole-2-boronic acid;N-(t-butoxycarbonyl)pyrrole-2-boronic acid;N-tert-butoxycarbonylpyrrole-2-boronic acid;B4063;FT-0603951;(1-BOC-1H-PYRROL-2-YL)BORONIC ACID;1-tert-butoxycarbonyl-2-pyrrolyl boronic acid;1-tert-butoxycarbonylpyrrol-2-yl boronic acid;l-(tert-butoxycarbonyl)pyrrole-2-boronic acid;1-(tert-Butoxycarbonyl)-2-pyrroleboronic Acid;1-tert-butyloxycarbonyl-pyrrole-2-boronic acid;EN300-122833;N-Boc-2-pyrroleboronic acid, >=98.0% (T);N-tert-butyloxycarbonyl-2-pyrrole-boronic acid;1-(tert-butyloxycarbonyl)pyrrole-2-boronic acid;1H-PYRROLE-2-BORONIC ACID, BOC PROTECTED;tert-butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate;[1-(tert-Butyloxycarbonyl)-2-pyrrolyl]boronic acid;J-503657;(1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-boronic acid;(1-(tert-butoxycarbonyl)-1H-pyrrol-2-yl) boronic acid;(1-(tert-butoxycarbonyl)-1H-pyrrole-2-yl)boronic acid;tert-butyl 2-(dihydroxyboryl)-1H-pyrrole-1-carboxylate;Z1508685440;2-borono-1H-pyrrole-1-carboxylic acid, 1-tert butyl ester;2-borono-1H-pyrrole-1-carboxylic acid, 1-tert-butyl ester;(1-{[(1,1-dimethylethyl)oxy]carbonyl}-1H-pyrrol-2-yl)boronic acid;1-Boc-2-pyrrolylboronic acid

Chemical Property of N-Boc-2-pyrroleboronic acid

Chemical Property:

• Appearance/Colour: beige to light brown crystalline powder
• Vapor Pressure: 7.46E-06mmHg at 25°C
• Melting Point: 93-98 ºC (dec.)
• Refractive Index: 1.494
• Boiling Point: 361.4 ºC at 760 mmHg
• PKA: 8.47±0.53(Predicted)
• Flash Point: 172.4 ºC
• PSA: 71.69000
• Density: 1.13 g/cm³
• LogP: -0.04890
• Storage Temp.: −20°C
• Solubility.: Chloroform, Ethyl Acetate
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 211.1015881
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-pyrryl-boronic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CN1C(=O)OC(C)(C)C)(O)O
• Uses: suzuki reaction

Technology Process of N-Boc-2-pyrroleboronic acid

There total 11 articles about N-Boc-2-pyrroleboronic acid 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%

N-Boc-pyrrole-2-boronic acid N-methyliminodiacetic acid ester (1158984-94-1) → N-boc-2-pyrroleboronic acid (135884-31-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 23 ℃; for 0.333333h;

Reference yield: 89.0%

→ N-boc-2-pyrroleboronic acid (135884-31-0)

Guidance literature:

Reference yield: 85.0%

N-tert-butyloxycarbonyl-pyrrole (5176-27-2) + triethyl borate (150-46-9) → N-boc-2-pyrroleboronic acid (135884-31-0)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; inert atmosphere; -78°C;

DOI:10.1021/ja9720220

upstream raw materials:

N-tert-butyloxycarbonyl-pyrrole

Trimethyl borate

2,2,6,6-tetramethyl-piperidine

n-butyllithium

Downstream raw materials:

tert-butyl 2-(pyridin-3-yl)-1H-pyrrole-1-carboxylate

2-(4-acetamido-3-(3,4,5-trimethoxybenzoyl)phenyl)-1H-pyrrole-1-carboxylic acid tert-butyl ester

t-butyl 2-(2-fluoro-5-nitro-phenyl)-pyrrole-1-carboxylate

t-butyl 2-(5-ethoxycarbonyl-2-methoxymethoxy-phenyl)-pyrrole-1-carboxylate

Refernces

• 1、 Fensome, Andrew,Bender, Reinhold,Chopra, Rajiv,Cohen, Jeff,Collins, Mark A.,Hudak, Valerie,Malakian, Karl,Lockhead, Susan,Olland, Andrea,Svenson, Kristine,Terefenko, Eugene A.,Unwalla, Ray J.,Wilhelm, James M.,Wolfrom, Scott,Zhu, Yuan,Zhang, Zhiming,Zhang, Puwen,Winneker, Richard C.,Wrobel, Jay. "Synthesis and structure-activity relationship of novel 6-aryl-1,4- dihydrobenzo[d][1,3]oxazine-2-thiones as progesterone receptor modulators leading to the potent and selective nonsteroidal progesterone receptor agonist tanaproget". . p. 5092 - 5095. Retrieved 2005.
• 2、 Chumak, Taisiia,Kurzyd?owski, Dominik,Listkowski, Arkadiusz,Rogo?a, Jakub. "Hydrogen-bonded cyclic dimers at large compression: The case of 1h-pyrrolo[3,2-h]quinoline and 2-(2′-pyridyl)pyrrole". . . Retrieved 2021.
• 3、 Fukuda, Tsutomu,Matsuo, Yuri,Matsuoka, Fuyuki,Yoshioka, Naoki,Onodera, Gen,Kimura, Masanari,Ishibashi, Fumito,Iwao, Masatomo. "Synthesis and evaluation of topoisomerase I inhibitors possessing the 5,13-dihydro-6H-benzo[6,7]indolo[3,2-c]-quinolin-6-one scaffold". . p. 1032 - 1052. Retrieved 2019/07/31.