FMOC-D-PHENYLALANYL CHLORIDE

Base Information

• Chemical Name: FMOC-D-PHENYLALANYL CHLORIDE
• CAS No.: 103321-58-0
• Molecular Formula: C24H20ClNO3
• Molecular Weight: 405.881
• Hs Code.: 2924299090
• Mol file: 103321-58-0.mol

Synonyms:Fmoc-D-4-Fluorophenylalanine;Fmoc-D-phenylalanine acid chloride;fmoc-4-fluoro-phenylalanine;Fmoc-D-Phe-Cl;Fmoc-D-4-Fluorophe;Fmoc-4-fluoro-D-phenylalanine;

Chemical Property of FMOC-D-PHENYLALANYL CHLORIDE

Chemical Property:

• Melting Point: 115-117 °C
• Boiling Point: 596.2±50.0 °C(Predicted)
• PKA: 10.31±0.46(Predicted)
• PSA: 55.40000
• Density: 1.279±0.06 g/cm3(Predicted)
• LogP: 5.29270
• Storage Temp.: Store at 0°C

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-(9H-Fluoren-9-yl)methyl(1-chloro-1-oxo-3-phenylpropan-2-yl)carbamate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-D-PHENYLALANYL CHLORIDE

There total 1 articles about FMOC-D-PHENYLALANYL CHLORIDE 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: 92.5%

Fmoc-D-Phe-OH (86123-10-6) → Fmoc-D-phenylalanine acid chloride (103321-58-0)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jo00369a042

Reference yield: 66.0%

Fmoc-D-phenylalanine acid chloride (103321-58-0) + C39H48N6O5 (594857-65-5) → C63H67N7O8 (594857-67-7)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; In dichloromethane;

DOI:10.1016/S0960-894X(03)00412-8

Reference yield: 40.0%

C7H13NO4 (1262307-33-4) + Fmoc-D-phenylalanine acid chloride (103321-58-0) → (R)-(9H-fluoren-9-yl)methyl 2-benzyl-4-((R)-3-hydroxy-1-methoxy-1-oxopropan-2-yl)-3-oxo-3,4-dihydropyrazine-1(2H)-carboxylate

Guidance literature:

C₇H₁₃NO₄; Fmoc-D-phenylalanine acid chloride; With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃;

With methanesulfonic acid; In dichloromethane; toluene; for 2h; Reflux; Molecular sieve;

DOI:10.1039/c5ob00783f

upstream raw materials:

Fmoc-D-Phe-OH

Downstream raw materials:

C₆₃H₆₇N₇O₈

(1S,4S)-1,3,4,6-tetrahydro-3,6-dioxo-1-(phenylmethyl)-2H-pyrazino[2,1-b]quinazoline-4-propanamide

(1R,4S)-1,3,4,6-tetrahydro-3,6-dioxo-1-(phenylmethyl)-2H-pyrazino[2,1-b]quinazoline-4-propanamide

[1-(methoxy-methyl-carbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Refernces

• 1、 Shekharappa,Roopesh Kumar,Sureshbabu, Vommina V.. "One-pot synthesis of Weinreb amides employing 3,3-dichloro-1,2-diphenylcyclopropene (CPI-Cl) as a chlorinating agent". supporting information. p. 790 - 798. Retrieved 2019/03/26.
• 2、 Goodfellow, Val S.,Marathe, Manoj V.,Kuhlman, Karen G.,Fitzpatrick, Timothy D.,Cuadrado, David,Hanson, Wendy,Zuzack, John S.,Ross, Sherman E.,Wieczorek, Maciej,Burkard, Michael,Whalley, Eric T.. "Bradykinin receptor antagonists containing N-substituted amino acids: In vitro and in vivo B2 and B1 receptor antagonist activity". . p. 1472 - 1484. Retrieved 2007/10/03.