Boc-L-3,3-Diphenylalanine

Base Information

• Chemical Name: Boc-L-3,3-Diphenylalanine
• CAS No.: 138662-63-2
• Molecular Formula: C20H23NO4
• Molecular Weight: 341.407
• Hs Code.: 2924299090
• European Community (EC) Number: 805-203-5
• DSSTox Substance ID: DTXSID70375797
• Wikidata: Q72448075
• Mol file: 138662-63-2.mol

Synonyms:138662-63-2;Boc-L-3,3-Diphenylalanine;Boc-3,3-diphenyl-L-alanine;(S)-2-((tert-Butoxycarbonyl)amino)-3,3-diphenylpropanoic acid;(s)-n-boc-2-amino-3,3-diphenylpropionic acid;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3,3-diphenylpropanoic acid;N-(tert-Butoxycarbonyl)-beta-phenyl-L-phenylalanine;(s)-2-(tert-butoxycarbonylamino)-3,3-diphenylpropanoic acid;N-Boc-beta-phenyl-L-phenylalanine;Boc-beta-phenyl-Phe-OH;Boc-Dph-OH;MFCD00191186;Boc-(S)-2-amino-3,3-diphenylpropanoic acid;Boc- beta -phenyl-Phe-OH;Boc-I(2)-phenyl-Phe-OH;SCHEMBL2187825;DTXSID70375797;TYJDOLCFYZSNQC-KRWDZBQOSA-N;AKOS015889716;CS-W011901;AS-13142;Boc-L-3,3-diphenylalanine (Boc-L-Dip-OH);Boc-beta-phenyl-Phe-OH, >=98.0% (TLC);H10441;N-(tert-butoxycarbonyl)-3,3-diphenyl-L-alanine;A807415;J-007165;J-505268;(2S)-2-tert-butoxycarbonylamino-3,3-diphenyl-propionic acid;(S)-2-((tert-Butoxycarbonyl)amino)-3,3-diphenylpropanoicacid

Chemical Property of Boc-L-3,3-Diphenylalanine

Chemical Property:

• Melting Point: 160 °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.: Store at 0°C
• 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:

98%,99%, ^*data from raw suppliers

Boc-3,3-diphenyl-L-alanine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

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
• Uses: Boc-L-3,3-diphenylalanine, is an alanine derivative used in chemical synthesis and peptide chemistry.

Technology Process of Boc-L-3,3-Diphenylalanine

There total 11 articles about Boc-L-3,3-Diphenylalanine 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 (S)-2-(N-tert-butoxycarbonylamino)-3,3-diphenylpropanoate (915750-92-4,915750-93-5) → (2S)-2-tert-butoxycarbonylamino-3,3-diphenyl-propionic acid (138662-63-2)

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: 86.0%

di-tert-butyl dicarbonate (24424-99-5) + (2S)-3,3-Diphenylalanine hydrochloride (138662-62-1) → (2S)-2-tert-butoxycarbonylamino-3,3-diphenyl-propionic acid (138662-63-2)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; sonication;

DOI:10.1016/0040-4039(91)80217-T

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (2S)-2-tert-butoxycarbonylamino-3,3-diphenyl-propionic acid (138662-63-2)

Guidance literature:

(S)-β,β-diphenyl-α-alanine; With sodium hydrogencarbonate; In water; pH=8 - 9;

di-tert-butyl dicarbonate; In water; ethyl acetate; at 37 ℃; for 16h;

With hydrogenchloride; In water; ethyl acetate; at 20 ℃; pH=2;

upstream raw materials:

di-tert-butyl dicarbonate

(2S)-3,3-Diphenylalanine hydrochloride

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

3,3-Diphenylpropionic acid

Downstream raw materials:

(S)-2-((S)-2-tert-Butoxycarbonylamino-3,3-diphenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester

Refernces

• 1、 -. "Production method of optically active diphenylalanine compounds". Page/Page column 22. . Retrieved 2008/06/13.
• 2、 Chen,Beylin,Marlatt,Leja,Goel. "Chiral synthesis of D- and L-3,3-diphenylalanine (DIP), unusual α-amino acids for peptides of biological interest". . p. 3293 - 3296. Retrieved 2007/10/02.