Boc-(R)-3-Amino-3-(2-bromo-phenyl)-propionic acid

Base Information

• Chemical Name: Boc-(R)-3-Amino-3-(2-bromo-phenyl)-propionic acid
• CAS No.: 500789-07-1
• Molecular Formula: C₁₄H₁₈BrNO₄
• Molecular Weight: 344.205
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID301148458
• Mol file: 500789-07-1.mol

Synonyms:500789-07-1;Boc-(R)-3-Amino-3-(2-bromo-phenyl)-propionic acid;(R)-3-(2-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid;Boc-(R)-3-amino-3-(2-bromophenyl)propionic acid;(3R)-3-(2-bromophenyl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(3R)-3-(2-bromophenyl)-3-{[(tert-butoxy)carbonyl]amino}propanoic acid;DTXSID301148458;MFCD03427961;AKOS012536367;AC-22009;PS-12378;CS-0154565;A50459;EN300-1163435;boc-(r)-3-amino-3-(2-bromophenyl)propanoic acid;Boc-D-3-Amino-3-(2-bromophenyl)-propionic acid;(betaR)-2-Bromo-beta-[[(1,1-dimethylethoxy)carbonyl]amino]benzenepropanoic acid

Chemical Property of Boc-(R)-3-Amino-3-(2-bromo-phenyl)-propionic acid

Chemical Property:

• Melting Point: 142-144℃
• PSA: 75.63000
• LogP: 3.88050
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 343.04192
• Heavy Atom Count: 20
• Complexity: 354

Purity/Quality:

99% ^*data from raw suppliers

Boc-(R)-3-amino-3-(2-bromo-phenyl)-propionicAcid ^*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=C1Br
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC(=O)O)C1=CC=CC=C1Br

Technology Process of Boc-(R)-3-Amino-3-(2-bromo-phenyl)-propionic acid

There total 1 articles about Boc-(R)-3-Amino-3-(2-bromo-phenyl)-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:

di-tert-butyl dicarbonate (24424-99-5) + 3-amino-3-(2-bromo-phenyl)-propionic acid (117391-48-7,737751-95-0) → 3-(2-bromophenyl)-3-[(tert-butoxycarbonyl)amino]propanoic acid (284493-55-6,500770-75-2,500789-07-1)

Guidance literature:

With water; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

(3S)-3-(2-bromophenyl)-3-{[(tert-butoxy)carbonyl]amino}propanoic acid (284493-55-6,500770-75-2,500789-07-1) → (3S)-3-amino-3-(2-bromophenyl)-1-(2,3,4,5-tetrahydro-1,5-benzoxazepin-5-yl)propan-1-one

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 18 - 25 °C

1.2: 18 h

2.1: hydrogenchloride / methanol; 1,4-dioxane / 4 h

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

Reference yield:

(3S)-3-(2-bromophenyl)-3-{[(tert-butoxy)carbonyl]amino}propanoic acid (284493-55-6,500770-75-2,500789-07-1) → (3S)-3-amino-3-(2-cyclopropylphenyl)-1-(2,3,4,5-tetrahydro-1,5-benzoxazepin-5-yl)propan-1-one

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 18 - 25 °C

1.2: 18 h

2.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 0.33 h / 120 °C / Microwave irradiation

2.2: 4 h

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

di-tert-butyl dicarbonate

3-amino-3-(2-bromo-phenyl)-propionic acid