N-Boc-indoline-7-carboxylic acid

Base Information

• Chemical Name: N-Boc-indoline-7-carboxylic acid
• CAS No.: 143262-20-8
• Molecular Formula: C14H17NO4
• Molecular Weight: 263.29
• Hs Code.: 2933990090
• European Community (EC) Number: 624-510-3
• Mol file: 143262-20-8.mol

Synonyms:143262-20-8;N-Boc-indoline-7-carboxylic acid;1-(tert-Butoxycarbonyl)indoline-7-carboxylic acid;1-[(2-methylpropan-2-yl)oxycarbonyl]-2,3-dihydroindole-7-carboxylic acid;N-Boc-Indoline-7-CarboxylicAcid;SCHEMBL2109995;SUAMIYWLXFROHE-UHFFFAOYSA-N;MFCD04973983;AKOS015918191;SB64455;N-Boc-indoline-7-carboxylic acid, 90%;AC-27807;AS-32988;1-(tert-Butoxycarbonyl)indoline-7-carboxylicacid;EN300-1603765;1-(tert-butoxycarbonyl)-7-indolinecarboxylic acid;Q-102604;1-[(tert-butoxy)carbonyl]-2,3-dihydro-1H-indole-7-carboxylic acid;(S)-(+)-3,3'-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate, 95%

Chemical Property of N-Boc-indoline-7-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.72E-07mmHg at 25°C
• Melting Point: 182 °C (dec.)
• Refractive Index: 1.574
• Boiling Point: 401.2 °C at 760 mmHg
• Flash Point: 196.4 °C
• PSA: 66.84000
• Density: 1.257 g/cm³
• LogP: 2.74740
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Light Sensitive
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 263.11575802
• Heavy Atom Count: 19
• Complexity: 374

Purity/Quality:

99% ^*data from raw suppliers

1-?Boc-?indoline-?7-?carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 43-50
• Safety Statements: 36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2=C1C(=CC=C2)C(=O)O
• Uses: 1-?Boc-?indoline-?7-?carboxylic Acid is a reagent used in the preparation of potent and selective EP4 receptor ligands. Useful starter in indoline based natural product synthesis.

Technology Process of N-Boc-indoline-7-carboxylic acid

There total 5 articles about N-Boc-indoline-7-carboxylic 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:

carbon dioxide (124-38-9,18923-20-1) + 1-(tert-butoxycarbonyl)indoline (143262-10-6) → 1-(tert-butoxycarbonyl)indoline-7-carboxylic acid (143262-20-8)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; Yield given. Multistep reaction; 1.) cyclohexane, ether, -78 deg C, 1 h, 2.) cyclohexane, ether, a) -78 deg C, 30 min, b) 1 h;

DOI:10.3987/COM-92-5993

Reference yield:

carbon dioxide (124-38-9,18923-20-1) → 1-(tert-butoxycarbonyl)indoline-7-carboxylic acid (143262-20-8)

Guidance literature:

1-(tert-butoxycarbonyl)indoline; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; at -78 ℃; for 1h;

carbon dioxide; In diethyl ether; cyclohexane; at -78 ℃; for 0.25h;

With hydrogenchloride; In diethyl ether; cyclohexane; water;

Reference yield:

1-indoline (496-15-1) → 1-(tert-butoxycarbonyl)indoline-7-carboxylic acid (143262-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / tetrahydrofuran / Ambient temperature

2: 1.) s-BuLi, TMEDA / 1.) cyclohexane, ether, -78 deg C, 1 h, 2.) cyclohexane, ether, a) -78 deg C, 30 min, b) 1 h

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran;

DOI:10.3987/COM-92-5993

upstream raw materials:

carbon dioxide

1-(tert-butoxycarbonyl)indoline

N-tert-butoxycarbonyl-7-chloro-2,3-dihydroindole

1-indoline

Downstream raw materials:

tert-butyl 7-[({(1S)-1-[4-(methoxycarbonyl)phenyl]ethyl}amino)carbonyl]indoline-1-carboxylate

potassium 4-[1-({[1-(3,4-dichloro-benzyl)-2,3-dihydro-1H-indol-7-yl]carbonyl}amino)cyclopropyl]-benzoate

methyl 4-[1-({[1-(3,4-dichloro-benzyl)-2,3-dihydro-1H-indol-7-yl]carbonyl}amino)cyclopropyl]-benzoate

methyl 4-{1-[(2,3-dihydro-1H-indol-7-ylcarbonyl)amino]cyclopropyl}benzoate

Refernces

• 1、 -. "INDOLE AND INDOLINE CYCLOPROPYL AMIDE DERIVATIVES AS EP4 RECEPTOR ANTAGONISTS". Page/Page column 22-23. . Retrieved 2008/12/08.
• 2、 Bertini Gross, Kathleen M.,Jun, Young M.,Beak, Peter. "Asymmetric Deprotonations: Lithiation of N-(tert-Butoxycarbonyl)indoline with sec-Butyllithium/ (-)-Sparteine". . p. 7679 - 7689. Retrieved 2007/10/03.