Fmoc-D-3-Thienylalanine

Base Information

• Chemical Name: Fmoc-D-3-Thienylalanine
• CAS No.: 220497-90-5
• Molecular Formula: C22H19NO4S
• Molecular Weight: 393.46
• Hs Code.: 29223900
• Mol file: 220497-90-5.mol

Synonyms:(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-thiophen-3-yl-propanoate;Fmoc-D-3-(3-Thienyl)alanine;Fmoc-D-Ala(3-Thienyl)-OH;Fmoc-D-3-(3-Thienyl)-alanine;

Chemical Property of Fmoc-D-3-Thienylalanine

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Vapor Pressure: 1.5E-16mmHg at 25°C
• Melting Point: 184.2 °C
• Refractive Index: 1.649
• Boiling Point: 626.3 °C at 760 mmHg
• Flash Point: 332.6 °C
• PSA: 103.87000
• Density: 1.343 g/cm³
• LogP: 4.67340
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-d-3-thienylalanine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of Fmoc-D-3-Thienylalanine

There total 1 articles about Fmoc-D-3-Thienylalanine 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:

3-(thien-3-yl)-alanine (3685-48-1,22574-47-6,152612-27-6) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-thiophen-3-yl-propionic acid (220497-90-5,678991-94-1)

Guidance literature:

With phosphate buffer; In N,N-dimethyl-formamide; at 0 ℃; for 24h; pH=9 - 10;

DOI:10.1021/ja0348391

Reference yield:

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Leu-OH (35661-60-0) + N-Fmoc L-Phe (35661-40-6) + Fmoc-(tBu)Asp-OH (71989-14-5) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-thienyl)propanoic acid (220497-90-5,678991-94-1) → C48H69N9O17S

Guidance literature:

Fmoc-Leu-OH; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; for 0.75h; Automated synthesizer;

With piperidine; In N,N-dimethyl-formamide; Automated synthesizer;

N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Leu-OH; N-Fmoc L-Phe; Fmoc-(tBu)Asp-OH; Fmoc-Thr(tBu)-OH; (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-thienyl)propanoic acid; Fmoc-Glu(Pg)-OH; Further stages;

DOI:10.1016/j.bmc.2020.115738

Reference yield:

1-(3,5-dichlorophenyl)-5-methyl-1H-1,2,4-triazole-3-carboxylic acid (338408-13-2) + Fmoc-L-Arg-OH (91000-69-0,130752-32-8) + (S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-methylhexanoic acid (193887-44-4,1335042-37-9,212688-54-5) + (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-thienyl)propanoic acid (220497-90-5,678991-94-1) → 1-(3,5-dichlorophenyl)-5-methyl-1H-1,2,4-triazole-3-carboxamide-R-beta-homoleucine-3-thienylalanine-NH2

Guidance literature:

(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-thienyl)propanoic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 1h;

With piperidine; In N,N-dimethyl-formamide; for 0.166667h;

1-(3,5-dichlorophenyl)-5-methyl-1H-1,2,4-triazole-3-carboxylic acid; Fmoc-L-Arg-OH; (S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-methylhexanoic acid; Further stages;

DOI:10.1021/jm5015023

upstream raw materials:

3-(thien-3-yl)-alanine

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

Downstream raw materials:

DT₁₀₅₈-143-18

DT₁₀₅₈-143-3