BOC-D-PHE-OME

Base Information

• Chemical Name: BOC-D-PHE-OME
• CAS No.: 77119-84-7
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.336
• Hs Code.: 2924299090
• Mol file: 77119-84-7.mol

Synonyms:(R)-2-tert-Butoxycarbonylamino-3-phenylpropanoicacid methyl ester; N-tert-Butoxycarbonyl-D-phenylalanine methyl ester

Chemical Property of BOC-D-PHE-OME

Chemical Property:

• Melting Point: 51 °C
• Boiling Point: 403.7±38.0 °C(Predicted)
• PKA: 11.17±0.46(Predicted)
• PSA: 64.63000
• Density: 1.099±0.06 g/cm3(Predicted)
• LogP: 2.68630
• Storage Temp.: Store at 0-5°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

min 98.0% ^*data from raw suppliers

Boc-D-phenylalanine methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Boc-D-phenylalanine methyl ester employed as a primary and secondary intermediate chemical research.

Technology Process of BOC-D-PHE-OME

There total 68 articles about BOC-D-PHE-OME 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%

methanol (67-56-1) + Boc-D-Phe-OH (18942-49-9) → methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate (19901-50-9,51987-73-6,77119-84-7)

Guidance literature:

With diazomethyl-trimethyl-silane; In benzene; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.10.089

Reference yield: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → methyl 2-tert-butoxycarbonylamino-3-phenylpropanoate (51987-73-6,77119-84-7,19901-50-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 48h;

Reference yield: 96.0%

N-(tert-butoxycarbonyl)glycine methyl ester (31954-27-5) + benzyl bromide (100-39-0) → methyl 2-tert-butoxycarbonylamino-3-phenylpropanoate (51987-73-6,77119-84-7,19901-50-9)

Guidance literature:

N-(tert-butoxycarbonyl)glycine methyl ester; With quinuclidine-N-oxide; tert.-butyl lithium; In tetrahydrofuran; hexanes; at 0 ℃; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; hexanes; at 0 - 20 ℃; for 13h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.03.105

upstream raw materials:

benzyl bromide

acetyloxy[[(1,1-dimethylethoxy)carbonyl]amino]acetic acid methyl ester

N-(tert-butoxycarbonyl)glycine methyl ester

toluene

Downstream raw materials:

(D,L)-5-(2-phenyl-1-tert-butyloxycarbonylaminoethyl)-3-(3-pyridyl)-1,2,4-oxadiazole

(D,L)-5-(2-phenyl-1-tert-butyloxycarbonylaminoethyl)-3-(4-pyridyl)-1,2,4-oxadiazole

4-phenyl-3-tert-butoxycarbonylamino-1-butene

(1-benzyl-2-hydroxy-but-3-enyl)-carbamic acid tert-butyl ester

Refernces

• 1、 Dai, Yuze,Chen, Jingchao,Wang, Zheting,Wang, Ting,Wang, Lin,Yang, Yong,Qiao, Xingfang,Fan, Baomin. "Asymmetric Reduction of Aromatic α-Dehydroamino Acid Esters with Water as Hydrogen Source". supporting information. p. 7141 - 7147. Retrieved 2021/05/29.
• 2、 Debia, Natalí P.,Rodríguez, Juan J.P.,da Silveira, Carolina H.,Chaves, Otavio A.,Iglesias, Bernardo A.,Rodembusch, Fabiano S.,Lüdtke, Diogo S.. "Synthesis and photophysics of benzazole based triazoles with amino acid-derived pendant units. Multiparametric optical sensors for BSA and CT-DNA in solution". . . Retrieved 2020/04/27.