Fmoc-6-chloro-DL-tryptophan

Base Information

• Chemical Name: Fmoc-6-chloro-DL-tryptophan
• CAS No.: 1219168-45-2
• Molecular Formula: C₂₆H₂₁ClN₂O₄
• Molecular Weight: 460.917
• Mol file: 1219168-45-2.mol

Synonyms:

Chemical Property of Fmoc-6-chloro-DL-tryptophan

Chemical Property:

Purity/Quality:

98%Min ^*data from raw suppliers

Fmoc-6-chloro-DL-tryptophan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Fmoc-6-chloro-DL-tryptophan

There total 9 articles about Fmoc-6-chloro-DL-tryptophan 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: 98.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 6-chloro-DL-tryptophan (33468-35-8,17808-35-4) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-chloro-1H-indol-3-yl)propanoic acid (908847-42-7,1219168-45-2,925916-73-0)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; for 3h;

Reference yield: 92.0%

6-chloro-L-tryptophan hydrochloride + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-chloro-1H-indol-3-yl)propanoic acid (908847-42-7,1219168-45-2,925916-73-0)

Guidance literature:

With sodium carbonate; In water; acetone; pH=8;

DOI:10.1021/acs.jmedchem.0c01620

Reference yield: 87.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + 6-chloro-DL-tryptophan (33468-35-8,17808-35-4) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-chloro-1H-indol-3-yl)propanoic acid (908847-42-7,1219168-45-2,925916-73-0)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; for 6h;

DOI:10.1016/j.bmcl.2011.01.004

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

6-chloro-DL-tryptophan

(fluorenylmethoxy)carbonyl chloride

6-chloroindole

Refernces

• 1、 Harker, Elizabeth A.,Daniels, Douglas S.,Guarracino, Danielle A.,Schepartz, Alanna. "β-Peptides with improved affinity for hDM2 and hDMX". . p. 2038 - 2046. Retrieved 2009.
• 2、 Fukuda, Yasuhiro,Kuroda, Daisuke,Morimoto, Jumpei,Sando, Shinsuke,Shiratori, Yota,Takeuchi, Koh,Tsumoto, Kouhei,Ueda, Takumi,Yokomine, Marin. "Oligo(N-methylalanine) as a Peptide-Based Molecular Scaffold with a Minimal Structure and High Density of Functionalizable Sites". supporting information. . Retrieved 2022/02/17.