BOC-L-3,4-Dichlorophe

Base Information

• Chemical Name: BOC-L-3,4-Dichlorophe
• CAS No.: 80741-39-5
• Molecular Formula: C₁₄H₁₇Cl₂NO₄
• Molecular Weight: 334.199
• Hs Code.: 29242990
• Mol file: 80741-39-5.mol

Synonyms:Boc-L-Phe(3,4-diChloro)-OH;Boc-Phe(3,4-DiCl)-OH;Boc-L-3,4-Dichlorophe;

Chemical Property of BOC-L-3,4-Dichlorophe

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 6.01E-10mmHg at 25°C
• Melting Point: 120 °C
• Refractive Index: 1.6200 (estimate)
• Boiling Point: 478.1 °C at 760 mmHg
• PKA: 3.75±0.10(Predicted)
• Flash Point: 242.9 °C
• PSA: 75.63000
• Density: 1.323 g/cm³
• LogP: 3.90470
• Storage Temp.: Store at 0-5°C

Purity/Quality:

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

Boc-3,4-dichloro-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

Useful:

Technology Process of BOC-L-3,4-Dichlorophe

There total 2 articles about BOC-L-3,4-Dichlorophe 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:

C15H19Cl2NO4 → N-Boc-D-3,4-dichlorophenylalanine (114873-13-1,80741-39-5)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 0 ℃; for 6h;

DOI:10.1016/j.bmcl.2010.08.053

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 2-amino-3-(3,4-dichlorophenyl)propionic acid (5472-67-3,52794-99-7) → 2-tert-butyloxycarbonylamino-3-(3,4-dichlorophenyl)propionic acid (185321-62-4,114873-13-1,80741-39-5)

Guidance literature:

With sodium hydroxide; sodium hydrogencarbonate; In 1,4-dioxane; at 0 - 20 ℃;

DOI:10.1016/0968-0896(96)00185-X

Reference yield:

Nα-[(tert-butoxy)carbonyl]-3,4-dichloro-L-phenylalanine (114873-13-1,80741-39-5) → N-(1-cyanocyclopropyl)-3,4-dichloro-L-phenylalaninamide

Guidance literature:

Multi-step reaction with 2 steps

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 / 22 °C / Inert atmosphere

2: formic acid / 5 h / 22 °C

With formic acid; 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 N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.7b01870

upstream raw materials:

di-tert-butyl dicarbonate

2-amino-3-(3,4-dichlorophenyl)propionic acid

Downstream raw materials:

(R)-2-[(S)-1-[(6-amino-pyridin-3-ylmethyl)-carbamoyl]-2-(3,4-dichloro-phenyl)-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

{(R)-1-[(S)-1-[(6-amino-pyridin-3-ylmethyl)-carbamoyl]-2-(3,4-dichloro-phenyl)-ethylcarbamoyl]-2-methyl-butyl}-methyl-carbamic acid tert-butyl ester

Refernces

• 1、 Augelli-Szafran, Corinne E.,Horwell, David C.,Kneen, Clare,Ortwine, Daniel F.,Pritchard, Martyn C.,Purchase, Terri S.,Roth, Bruce D.,Trivedi, Bharat K.,Hill, David,Suman-Chauhan, Nirmala,Webdale, Louise. "Cholecystokinin B antagonists. Synthesis and quantitative structure-activity relationships of a series of C-terminal analogues of CI-988". . p. 1733 - 1745. Retrieved 2007/10/03.