(R)-3-tert-Butoxycarbonylamino-3-(3-fluorophenyl)propionic acid

Base Information

• Chemical Name: (R)-3-tert-Butoxycarbonylamino-3-(3-fluorophenyl)propionic acid
• CAS No.: 500789-04-8
• Molecular Formula: C₁₄H₁₈FNO₄
• Molecular Weight: 283.3
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20375868
• Mol file: 500789-04-8.mol

Synonyms:500789-04-8;(R)-3-tert-Butoxycarbonylamino-3-(3-fluorophenyl)propionic acid;(R)-3-tert-Butoxycarbonylamino-3-(3-fluoro-phenyl)-propionic acid;(3R)-3-(3-fluorophenyl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(R)-N-BOC-3-(M-FLUOROPHENYL)-BETA-ALANINE;Boc-(R)-3-Amino-3-(3-fluorophenyl)propionic acid;SCHEMBL17841461;DTXSID20375868;IQPQPXUDXQDVMK-LLVKDONJSA-N;(R)-3-tert-Butoxycarbonylamino-3-(3-fluorophenyl)propionicacid;MFCD03427956;(3R)-3-{[(tert-butoxy)carbonyl]amino}-3-(3-fluorophenyl)propanoic acid;AKOS016842386;AC-25388;AS-37728;CS-0154570;(R)-3-(M-FLUOROPHENYL)-BETA-ALANINE;EN300-1163419;(R)-3-BOC-amino-3-(3-fluorophenyl)propanoic acid;N-Boc-(R)-3-amino-3-(3-fluorophenyl)propanoic acid;(3R)-3-[(tert-Butoxycarbonyl)amino]-3-(3-fluorophenyl)propanoic acid

Chemical Property of (R)-3-tert-Butoxycarbonylamino-3-(3-fluorophenyl)propionic acid

Chemical Property:

• Vapor Pressure: 7.03E-08mmHg at 25°C
• Refractive Index: 1.516
• Boiling Point: 422.1 °C at 760 mmHg
• Flash Point: 209.1 °C
• PSA: 75.63000
• Density: 1.214 g/cm³
• LogP: 3.25710
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 283.12198622
• Heavy Atom Count: 20
• Complexity: 354

Purity/Quality:

99% ^*data from raw suppliers

(R)-3-tert-Butoxycarbonylamino-3-(3-fluorophenyl)propionicacid 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)NC(CC(=O)O)C1=CC(=CC=C1)F
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC(=O)O)C1=CC(=CC=C1)F

Technology Process of (R)-3-tert-Butoxycarbonylamino-3-(3-fluorophenyl)propionic acid

There total 5 articles about (R)-3-tert-Butoxycarbonylamino-3-(3-fluorophenyl)propionic 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: 65.0%

3-tert-butoxycarbonylamino-3-(3-fluoro-phenyl)-propionic acid tert-butylester → (S)-[1-(3-fluoro-phenyl)-3-hydroxy-propyl]-carbamic acid tert-butyl ester (500770-72-9,500789-04-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2.33333h;

Reference yield:

(R)-3-amino-3-(3-fluoro-phenyl)-propionic acid (723284-81-9) + di-tert-butyl dicarbonate (24424-99-5) → (R)-3-(tert-butoxycarbonylamino)-3-(3-fluorophenyl)propanoic acid (500789-04-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 3h; Inert atmosphere;

Reference yield:

tert-butyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-(3'-fluorophenyl)propanoate (277745-39-8) → (S)-[1-(3-fluoro-phenyl)-3-hydroxy-propyl]-carbamic acid tert-butyl ester (500770-72-9,500789-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / Pd(OH)2/C / ethanol / 24 h / 20 °C / 3750.38 Torr

2: lithium aluminium tetrahydride / tetrahydrofuran / 2.33 h / 0 - 20 °C

With lithium aluminium tetrahydride; hydrogen; Pd(OH)2/C; In tetrahydrofuran; ethanol;

upstream raw materials:

tert-butyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-(3'-fluorophenyl)propanoate

(E)-3-(3-fluorophenyl)acrylic acid tert-butyl ester

tert-butyl (R)-3-(3-fluorophenyl)-3-aminopropanoate

(R)-3-amino-3-(3-fluoro-phenyl)-propionic acid

Downstream raw materials:

C₃₀H₄₂FN₃O₅S

Refernces

• 1、 -. "N-4-PIPERIDINYL COMPOUNDS AS CCR5 MODULATORS". Page 31. . Retrieved 2010/02/05.