| Identification | More | [Name]
N-(tert-Butoxycarbonyl)-beta-phenyl-L-phenylalanine | [CAS]
138662-63-2 | [Synonyms]
BOC-3,3-DIPHENYL-L-ALANINE
BOC-(3-PHENYL)PHE-OH
BOC-ALA(3,3-DIPHENYL)-OH
BOC-BETA BETA-DIPHENYL-ALA-OH
BOC-BETA-PHENYL-L-PHENYLALANINE
BOC-BETA-PHENYL-PHE-OH
BOC-DPH-OH
BOC-L-3,3-DIPHENYLALANINE
L-PHENYLALANINE,N-[(1,1-DIMETHYLETHOXY)CARBONYL]-B-PHENYL-
N-ALPHA-T-BUTOXYCARBONYL-L-3,3-DIPHENYLALANINE
N-BOC-BETA-PHENYL-L-PHENYLALANINE
N-(TERT-BUTOXYCARBONYL)-BETA-PHENYL-L-PHENYLALANINE
RARECHEM BK PT 0194
(S)-N-(TERT-BUTOXYCARBONYL)-BETA-PHENYL-PHENYLALANINE
N-(tert-Butoxycarbonyl)-3-phenyl-L-phenylalanine
Boc-beta-phenyl-OH
boc-β-phenyl-phe-oh
n-(tert-butoxycarbonyl)-β-phenyl-l-phenylalanine
3,3-Diphenyl-L-alanine, N-BOC protected
(S)-2-(tert-butoxycarbonylamino)-3,3-diphenylpropanoic acid | [Molecular Formula]
C20H23NO4 | [MDL Number]
MFCD00191186 | [Molecular Weight]
341.4 | [MOL File]
138662-63-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
160 °C (dec.)(lit.) | [alpha ]
29 º (c=1 in chloroform) | [Boiling point ]
502.7±50.0 °C(Predicted) | [density ]
1.167±0.06 g/cm3(Predicted) | [storage temp. ]
Store at 0°C | [form ]
solid | [pka]
3.68±0.10(Predicted) | [color ]
White | [BRN ]
4880641 | [Major Application]
peptide synthesis | [InChI]
1S/C20H23NO4/c1-20(2,3)25-19(24)21-17(18(22)23)16(14-10-6-4-7-11-14)15-12-8-5-9-13-15/h4-13,16-17H,1-3H3,(H,21,24)(H,22,23)/t17-/m0/s1 | [InChIKey]
TYJDOLCFYZSNQC-KRWDZBQOSA-N | [SMILES]
CC(C)(C)OC(=O)N[C@@H](C(c1ccccc1)c2ccccc2)C(O)=O | [CAS DataBase Reference]
138662-63-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
2922498590 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Uses]
Boc-L-3,3-diphenylalanine, is an alanine derivative used in chemical synthesis and peptide chemistry. | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis | [Synthesis]
Example 5 Synthesis of L-2-tert-butoxycarbonylamino-3,3-diphenylpropionic acid: L-2-amino-3,3-diphenylpropionic acid (0.10 g, 0.28 mmol, 92.9% ee) was dissolved in water, and the pH was adjusted to 8-9 with sodium bicarbonate. ethyl acetate (1.0 mL) and di-tert-butyl dicarbonate (0.1 g, 0.45 mmol) were added and the reaction mixture was stirred at 37°C for 16 hours. Upon completion of the reaction, it was cooled to room temperature, the pH was adjusted to 2 with 6N hydrochloric acid, and partition extraction was performed to transfer N-tert-butoxycarbonyl-3-phenyl-L-phenylalanine to the organic layer. The organic layer was concentrated and heptane was added to the residue and stirred overnight to promote crystallization. The crystals were collected by filtration and dried to give N-Boc-3-phenyl-L-phenylalanine (97% ee, chiral column SUMICHIRAL OA-4100, mobile phase: hexane: methanol: 2-propanol: trifluoroacetic acid = 98:1:1:0.1, detection wavelength 220 nm, flow rate 1.0 mL/min, room temperature). | [References]
[1] Patent: EP1724253, 2006, A2. Location in patent: Page/Page column 22 |
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