Fmoc-Asp(OAll)-OH

Base Information

• Chemical Name: Fmoc-Asp(OAll)-OH
• CAS No.: 146982-24-3
• Molecular Formula: C22H21NO6
• Molecular Weight: 395.412
• Hs Code.: 2924 29 70
• European Community (EC) Number: 688-482-4
• Nikkaji Number: J2.709.148B
• Mol file: 146982-24-3.mol

Synonyms:Fmoc-Asp(OAll)-OH;146982-24-3;Fmoc-L-aspartic acid 4-allyl ester;N-Fmoc-L-aspartic Acid 4-Allyl Ester;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-prop-2-enoxybutanoic acid;Fmoc-Asp-allyl ester;(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(allyloxy)-4-oxobutanoic acid;Fmoc-Asp(OAl)-OH;Fmoc-Asp(Oallyl)-OH;fmoc-asp(oall)oh;SCHEMBL8037759;FBNFRRNBFASDKS-IBGZPJMESA-N;AMY22633;MFCD00190874;AKOS015839098;AKOS015908600;AC-8586;CS-W008075;HY-W008075;DS-15033;Fmoc-Asp(OAll)-OH, >=98.0% (HPLC);J-008293;N-(9H-Fluorene-9-ylmethoxycarbonyl)-L-aspartic acid 4-allyl ester;N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-aspartic acid beta allyl ester;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(allyloxy)-4-oxobutanoic acid

Chemical Property of Fmoc-Asp(OAll)-OH

Chemical Property:

• Appearance/Colour: White to off white free flowing powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 111-115 °C
• Refractive Index: 1.592
• Boiling Point: 638.528 °C at 760 mmHg
• PKA: 3.59±0.23(Predicted)
• Flash Point: 339.97 °C
• PSA: 101.93000
• Density: 1.287 g/cm³
• LogP: 3.48850
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 395.13688739
• Heavy Atom Count: 29
• Complexity: 598

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-asp ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCOC(=O)CC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: C=CCOC(=O)C[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: Fmoc-Asp(OAll)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of Fmoc-Asp(OAll)-OH

There total 2 articles about Fmoc-Asp(OAll)-OH 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: 87.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (S)-4-(allyloxy)-2-amino-4-oxobutanoic acid hydrochloride (123975-49-5) → N-alpha-(9-fluorenylmethyloxycarbonyl)-L-aspartic acid beta-allyl ester (146982-24-3)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; Ambient temperature;

DOI:10.1039/a800759d

Reference yield: 77.0%

C25H25NO6 (1159497-08-1) → N-alpha-(9-fluorenylmethyloxycarbonyl)-L-aspartic acid beta-allyl ester (146982-24-3)

Guidance literature:

With Alcalase-cross-linked-enzyme-aggregates; In tert-butyl alcohol; at 37 ℃; for 16h; pH=7.5; regioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.tetlet.2009.03.130

Reference yield: 100.0%

N-alpha-(9-fluorenylmethyloxycarbonyl)-L-aspartic acid beta-allyl ester (146982-24-3) + (3,4,5-trioctadecyloxyphenyl)methan-1-ol (233281-31-7) → C83H135NO9 (1324007-57-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 1.25h;

DOI:10.1016/j.tet.2011.05.073

upstream raw materials:

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

(S)-4-(allyloxy)-2-amino-4-oxobutanoic acid hydrochloride

C₂₅H₂₅NO₆

Downstream raw materials:

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-succinic acid 4-allyl ester 1-(1-methyl-1-phenyl-ethyl) ester

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-succinic acid 1-(1-methyl-1-phenyl-ethyl) ester

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-succinic acid 4-{2-[2-(5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-5-methylsulfanyl-[1,3]dithiol-4-ylsulfanyl]-ethyl} ester 1-(1-methyl-1-phenyl-ethyl) ester

Refernces

• 1、 Booth, Susan,Wallace, Emma N. K.,Singhal, Kavita,Bartlett, Philip N.,Kilburn, Jeremy D.. "Synthesis and electrochemical properties of tetrathiafulvalene derived amino acids and peptides". . p. 1467 - 1474. Retrieved 2007/10/03.