FMOC-3-(2-THIENYL)-DL-ALANINE

Base Information

• Chemical Name: FMOC-3-(2-THIENYL)-DL-ALANINE
• CAS No.: 134439-24-0
• Molecular Formula: C₂₂H₁₉NO₄S
• Molecular Weight: 393.463
• Mol file: 134439-24-0.mol

Synonyms:

Chemical Property of FMOC-3-(2-THIENYL)-DL-ALANINE

Chemical Property:

Purity/Quality:

98.5% ^*data from raw suppliers

fmoc-3-(2-thienyl)-dl-alanine 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of FMOC-3-(2-THIENYL)-DL-ALANINE

There total 2 articles about FMOC-3-(2-THIENYL)-DL-ALANINE 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