Fmoc-L-2-Thienylalanine

Base Information

• Chemical Name: Fmoc-L-2-Thienylalanine
• CAS No.: 130309-35-2
• Molecular Formula: C₂₂H₁₉NO₄S
• Molecular Weight: 393.463
• Hs Code.: 2934 99 90
• European Community (EC) Number: 623-277-5
• Nikkaji Number: J1.927.330J
• Mol file: 130309-35-2.mol

Synonyms:130309-35-2;Fmoc-L-2-Thienylalanine;Fmoc-3-Ala(2-thienyl)-OH;Fmoc-L-thienylalanine;Fmoc-Thi-OH;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(thiophen-2-yl)propanoic acid;Fmoc-L-3-(2-Thienyl)-L-alanine;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-thiophen-2-ylpropanoic acid;Fmoc-3-(2-thienyl)-L-alanine;Fmoc-2-Thienylalanine;Fmoc-Ala(2-Thienyl)-OH;SCHEMBL119606;PXBMQFMUHRNKTG-FQEVSTJZSA-N;Fmoc- beta -(2-thienyl)-Ala-OH;MFCD00065676;AKOS015895572;AC-9988;AM83780;CS-W011718;HY-W011002;s11142;DS-15456;Fmoc-L-2-thienylalanine (Fmoc-L-2Thi-OH);Fmoc-beta-(2-thienyl)-Ala-OH, >=98.0%;J-005784;J-505180;N-(9H-Fluorene-9-ylmethoxycarbonyl)-3-(2-thienyl)-L-alanine;(s)-2-(((9h-fluoren-9-yl)methoxy)carbonylamino)-3-(thiophen-2-yl)propanoic acid;2-Thiophenepropanoic acid, alpha-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (alphaS)-

Chemical Property of Fmoc-L-2-Thienylalanine

Chemical Property:

• Appearance/Colour: off-white to light beige crystalline powder
• Vapor Pressure: 2.11E-16mmHg at 25°C
• Melting Point: 218.5 °C
• Refractive Index: 1.649
• Boiling Point: 623.4 °C at 760 mmHg
• PKA: 3.59±0.10(Predicted)
• Flash Point: 330.8 °C
• PSA: 103.87000
• Density: 1.343 g/cm³
• LogP: 4.67340
• Storage Temp.: Store at RT.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 393.10347926
• Heavy Atom Count: 28
• Complexity: 549

Purity/Quality:

≥98%, ^*data from raw suppliers

Fmoc-L-2-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:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=CS4)C(=O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC4=CC=CS4)C(=O)O

Technology Process of Fmoc-L-2-Thienylalanine

There total 2 articles about Fmoc-L-2-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:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + rac-3-(2-thienyl)alanine (2021-58-1,139-86-6) → Fmoc-Thi-OH (130309-35-2,134439-24-0)

Guidance literature:

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

DOI:10.1021/ja0348391

Reference yield:

diethyl 2-(thiophenyl)propane-1,3-dioate (88798-28-1) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-fluorenylmethoxycarbonyl-β-(2-thienyl)-D-alanine (201532-42-5,130309-35-2,134439-24-0)

Guidance literature:

diethyl 2-(thiophenyl)propane-1,3-dioate; N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium hydroxide; In acetone;

With hydrogenchloride; In methanol; water; for 60h; Time; Reflux;

Reference yield:

Fmoc-Val-OH (68858-20-8) + Fmoc-L-Thz-(L-Val)-OH + C20H20NO3Pol + N-(9-fluorenylmethoxycarbonyl)-D-leucine (35661-60-0,126727-03-5,114360-54-2) + N-(9-fluorenylmethoxycarbonyl)-D-valine (84624-17-9) + trifluoroacetic acid (76-05-1) + Fmoc-β-(2-thienyl)-L-alanine (130309-35-2,134439-24-0) → (x)C2HF3O2*C36H61N7O7S2

Guidance literature:

C₂₀H₂₀NO₃Pol; With morpholine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h; TentaGel S resin fused with 3-methoxy-4-(hydroxymethyl)phenoxyacetic acid Inert atmosphere;

Fmoc-Val-OH; With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; TentaGel S resin fused with 3-methoxy-4-(hydroxymethyl)phenoxyacetic acid Inert atmosphere;

Fmoc-L-Thz-(L-Val)-OH; N-(9-fluorenylmethoxycarbonyl)-D-leucine; N-(9-fluorenylmethoxycarbonyl)-D-valine; trifluoroacetic acid; Fmoc-β-(2-thienyl)-L-alanine; Further stages;

DOI:10.1021/acs.jmedchem.0c02170

upstream raw materials:

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

rac-3-(2-thienyl)alanine

diethyl 2-(thiophenyl)propane-1,3-dioate

Refernces

• 1、 Geistlinger, Timothy R.,Guy, R. Kiplin. "Novel selective inhibitors of the interaction of individual nuclear hormone receptors with a mutually shared steroid receptor coactivator 2". . p. 6852 - 6853. Retrieved 2007/10/03.