Fmoc-Asp-OBzl

Base Information

• Chemical Name: Fmoc-Asp-OBzl
• CAS No.: 86060-83-5
• Molecular Formula: C26H23NO6
• Molecular Weight: 445.472
• Hs Code.: 29242990
• DSSTox Substance ID: DTXSID30459300
• Nikkaji Number: J743.276C
• Wikidata: Q72478014
• Mol file: 86060-83-5.mol

Synonyms:Fmoc-Asp-OBzl;86060-83-5;Fmoc-L-Aspartic acid-1-benzyl ester;(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(benzyloxy)-4-oxobutanoic acid;(3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-phenylmethoxybutanoic acid;Fmoc-L-Aspartic acid a-benzyl ester;Fmoc-L-aspartic acid alpha-benzyl ester;N-Fmoc-L-aspartic Acid 1-Benzyl Ester;Fmoc-L-Asp-OBzl;MFCD00198201;Fmoc-asp-obzl, AldrichCPR;SCHEMBL6588912;DTXSID30459300;Fmoc-L-Aspartic |A-benzyl ester;CBZSVHFNEMONDZ-QHCPKHFHSA-N;n-9-fluorenylmethyloxycarbonyl-l-aspartic acid 1-benzyl ester;AC1168;AKOS015888153;AKOS015922801;N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-aspartic acid alpha-benzyl ester;AM81639;CS-W008360;HY-W008360;AC-30253;AS-17270;EN300-7388578;A841542;N-(9H-Fluoren-9-ylmethoxycarbonyl)-L-aspartic acid 1-benzyl ester;(3S)-4-(benzyloxy)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-oxobutanoic acid;(S)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(benzyloxy)-4-oxobutanoic acid

Chemical Property of Fmoc-Asp-OBzl

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.25E-19mmHg at 25°C
• Refractive Index: 1.62
• Boiling Point: 683.7 °C at 760 mmHg
• PKA: 4.05±0.19(Predicted)
• Flash Point: 367.3 °C
• PSA: 101.93000
• Density: 1.31 g/cm³
• LogP: 4.50270
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 445.15253745
• Heavy Atom Count: 33
• Complexity: 668

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-L-aspartic acid alpha-benzyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CC(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)[C@H](CC(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-Asp-OBzl

There total 5 articles about Fmoc-Asp-OBzl 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: 99.0%

N-(9-fluorenylmethoxycarbonyl)-L-aspartyl β-tert-butyl α-benzyl diester (117854-05-4) → N-(9-fluorenylmethoxycarbonyl)-L-aspartyl α-benzyl ester (86060-83-5)

Guidance literature:

With trifluoroacetic acid; for 1h;

DOI:10.1021/ja037374n

Reference yield: 64.0%

(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid (7362-93-8) → N-(9-fluorenylmethoxycarbonyl)-L-aspartyl α-benzyl ester (86060-83-5)

Guidance literature:

DOI:10.1055/s-1983-30327

Reference yield:

benzyl bromide (100-39-0) → N-(9-fluorenylmethoxycarbonyl)-L-aspartyl α-benzyl ester (86060-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 8 h

2: trifluoroacetic acid / dichloromethane / 0.5 h

With sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2013.12.009

upstream raw materials:

N-(9-fluorenylmethoxycarbonyl)-L-aspartyl β-tert-butyl α-benzyl diester

(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

(fluorenylmethoxy)carbonyl chloride

toluene-4-sulfonic acid

Downstream raw materials:

Fmoc-Asp(OPfp)-OBn

Refernces

• 1、 -. "MULTICYCLIC PEPTIDES AND METHODS FOR THEIR PREPARATION". Page/Page column 50; 51. . Retrieved 2018/06/30.
• 2、 Qian, Wen-Jian,Park, Jung-Eun,Lee, Kyung S.,Burke Jr., Terrence R.. "Non-proteinogenic amino acids in the pThr-2 position of a pentamer peptide that confer high binding affinity for the polo box domain (PBD) of polo-like kinase 1 (Plk1)". supporting information. p. 7306 - 7308. Retrieved 2013/02/22.