(R)-N-Boc-2-amino-3,3-diphenylpropionic acid

Base Information

• Chemical Name: (R)-N-Boc-2-amino-3,3-diphenylpropionic acid
• CAS No.: 143060-31-5
• Molecular Formula: C10H23NO4
• Molecular Weight: 341.407
• Hs Code.: 2924299090
• European Community (EC) Number: 812-100-9
• Nikkaji Number: J1.713.282B
• Mol file: 143060-31-5.mol

Synonyms:N-tert-Butoxycarbonyl-3,3-diphenyl-D-alanine;N-(tert-butoxycarbonyl)-β-phenyl-D-phenylalanine;(2R)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3,3-diphenylpropanoic acid;N-(tert-Butoxycarbonyl)-β-phenyl-D-phenylalanine;

Chemical Property of (R)-N-Boc-2-amino-3,3-diphenylpropionic acid

Chemical Property:

• Melting Point: 157 °C (dec.)(lit.)
• Refractive Index: 1.56
• Boiling Point: 502.7 °C at 760 mmHg
• PKA: 3.68±0.10(Predicted)
• Flash Point: 257.8 °C
• PSA: 75.63000
• Density: 1.167 g/cm³
• LogP: 4.18730
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 341.16270821
• Heavy Atom Count: 25
• Complexity: 427

Purity/Quality:

99.0%Min ^*data from raw suppliers

Boc-3- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(C(C1=CC=CC=C1)C2=CC=CC=C2)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](C(C1=CC=CC=C1)C2=CC=CC=C2)C(=O)O

Technology Process of (R)-N-Boc-2-amino-3,3-diphenylpropionic acid

There total 18 articles about (R)-N-Boc-2-amino-3,3-diphenylpropionic 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: 100.0%

benzyl (R)-2-(N-tert-butoxycarbonylamino)-3,3-diphenylpropanoate (915750-92-4,915750-93-5) → N-(tert-butoxycarbonyl)-3,3-diphenyl-D-alanine (143060-31-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2006.08.007

Reference yield: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + (2R)-3,3-diphenylalanine (149597-91-1) → N-(tert-butoxycarbonyl)-3,3-diphenyl-D-alanine (143060-31-5)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 12h;

DOI:10.1002/chem.201503530

Reference yield: 92.0%

tert-butyl [(2R)-3-hydroxy-1,1-diphenylpropan-2-yl]carbamate (155836-48-9) → N-(tert-butoxycarbonyl)-3,3-diphenyl-D-alanine (143060-31-5)

Guidance literature:

at 0 ℃;

DOI:10.1246/bcsj.73.681

upstream raw materials:

di-tert-butyl dicarbonate

(R)-β,β-diphenyl-α-alanine hydrochloride

tert-butyl [(2R)-3-hydroxy-1,1-diphenylpropan-2-yl]carbamate

benzyl (R)-2-(N-tert-butoxycarbonylamino)-3,3-diphenylpropanoate

Downstream raw materials:

(3R,4S)-3-amino-1-methoxy-4-phenyl-3,4-dihydroquinolin-2(1H)-one hydrochloride

Refernces

• 1、 Royo, Soledad,Jimenez, Ana I.,Cativiela, Carlos. "Synthesis of enantiomerically pure β,β-diphenylalanine (Dip) and fluorenylglycine (Flg)". . p. 2393 - 2400. Retrieved 2007/10/03.
• 2、 Kanemasa,Adachi,Yamamoto,Wada. "Bisoxazoline and bioxazoline chiral ligands bearing 4-diphenylmethyl shielding substituents. Diels-Alder reaction of cyclopentadiene with 3-acryloyl-2-oxazolidinone catalyzed by the aqua nickel(II) complex". . p. 681 - 687. Retrieved 2007/10/03.