6-fluoro-D-tryptophan

Base Information

• Chemical Name: 6-fluoro-D-tryptophan
• CAS No.: 108391-82-8
• Molecular Formula: C11H11FN2O2
• Molecular Weight: 0.00000
• Hs Code.: 2933998090
• Mol file: 108391-82-8.mol

Synonyms:

Chemical Property of 6-fluoro-D-tryptophan

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

98.5% ^*data from raw suppliers

(R)-2-Amino-3-(6-fluoro-1H-indol-3-yl)propanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-fluoro-D-tryptophan

There total 10 articles about 6-fluoro-D-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: 76.0%

6-fluoro-1H-indole (399-51-9) + L-serin (56-45-1,83245-15-2) → D-6-fluorotryptophan (108391-82-8,343-92-0)

Guidance literature:

6-fluoro-1H-indole; L-serin; With Salmonella enterica tryptophan synthase; In methanol; aq. phosphate buffer; at 37 ℃; pH=8.0; Enzymatic reaction;

With (2R)-aspartic acid; In methanol; aq. phosphate buffer; pH=8.0;

In aq. phosphate buffer; deuteromethanol; at 37 ℃; pH=8.0; stereoselective reaction; Enzymatic reaction;

DOI:10.1021/acscatal.9b00739

Reference yield: 51.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 6-fluoro-1,2,3,4-tetrahydro-β-carbolin-3-carboxylic acid ethyl ester + DL-5-fluorotryptophan (154-08-5,343-91-9,97749-24-1) → 7-fluoro-1,2,3,4-tetrahydro-β-carbolin-3-carboxylic acid ethyl ester + DL-6-fluorotryptophan (7730-20-3,108391-82-8,343-92-0)

Guidance literature:

In sodium hydroxide; ethanol; water; benzene;

Reference yield:

→ DL-6-fluorotryptophan (7730-20-3,108391-82-8,343-92-0)

Guidance literature:

upstream raw materials:

formaldehyd

DL-5-fluorotryptophan

N^α-acetyl-6-fluoro-D,L-tryptophan

6-fluoro-1H-indole

Downstream raw materials:

t-butoxycarbonyl-DL-6-fluorotryptophan

2-((tert-butoxycarbonyl)amino)-3-(6-fluoro-1H-indol-3-yl)propanoic acid

D-6-fluorotryptophan

7-fluoro-1-(2-fluoro-phenyl)-9H-β-carboline

Refernces

• 1、 Parmeggiani, Fabio,Rué Casamajo, Arnau,Walton, Curtis J. W.,Galman, James L.,Turner, Nicholas J.,Chica, Roberto A.. "One-Pot Biocatalytic Synthesis of Substituted d -Tryptophans from Indoles Enabled by an Engineered Aminotransferase". . p. 3482 - 3486. Retrieved 2019.
• 2、 -. "METHODS FOR PRODUCING D-TRYPTOPHAN AND SUBSTITUTED D-TRYPTOPHANS". Page/Page column 17. . Retrieved 2021/04/01.