FMOC-ALA-N-CARBOXYANHYDRIDE

Base Information

• Chemical Name: FMOC-ALA-N-CARBOXYANHYDRIDE
• CAS No.: 125814-20-2
• Molecular Formula: C₁₉H₁₅NO₅
• Molecular Weight: 337.332
• Mol file: 125814-20-2.mol

Synonyms:3-Oxazolidinecarboxylicacid, 4-methyl-2,5-dioxo-, 9H-fluoren-9-ylmethyl ester, (S)-;N-9-Fluorenylmethoxycarbonylalanine N-carboxyanhydride

Chemical Property of FMOC-ALA-N-CARBOXYANHYDRIDE

Chemical Property:

• PSA: 72.91000
• LogP: 3.24070

Purity/Quality:

98%min ^*data from raw suppliers

(S)-(9H-Fluoren-9-yl)methyl4-methyl-2,5-dioxooxazolidine-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-ALA-N-CARBOXYANHYDRIDE

There total 1 articles about FMOC-ALA-N-CARBOXYANHYDRIDE 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:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + L-alanine N-carboxyanhydride (2224-52-4) → Fmoc-L-Ala-NCA (125814-20-2)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at 2 - 5 ℃; for 2h; Yield given;

DOI:10.1021/ja00176a063

Reference yield: 100.0%

Fmoc-L-Ala-NCA (125814-20-2) → N-(fluorenylmethyloxycarbonyl)-L-alaninal (146803-41-0)

Guidance literature:

With lithium triethoxyaluminum hydride; In tetrahydrofuran; at -40 - -5 ℃;

DOI:10.1016/S0040-4039(01)01287-4

Reference yield:

Fmoc-L-Ala-NCA (125814-20-2) → 2-[2-(5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyloxy)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-butyrylamino]-4-methyl-pentanoic acid benzyl ester (373605-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / LiAl[OC(Et)3]3H / tetrahydrofuran / -40 - -5 °C

2: 80 percent / CH₂Cl₂ / 5 h / 0 - 20 °C

With lithium triethoxyaluminum hydride; In tetrahydrofuran; dichloromethane; 2: Passerini reaction;

DOI:10.1016/S0040-4039(01)01287-4

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

L-alanine N-carboxyanhydride

Downstream raw materials:

N-(fluorenylmethyloxycarbonyl)-L-alaninal

2-[2-(5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyloxy)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-butyrylamino]-4-methyl-pentanoic acid methyl ester

2-[2-(5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyloxy)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-butyrylamino]-4-methyl-pentanoic acid benzyl ester

Refernces