Fmoc-D-Glu-OtBu

Base Information

• Chemical Name: Fmoc-D-Glu-OtBu
• CAS No.: 109745-15-5
• Molecular Formula: C24H27 N O6
• Molecular Weight: 425.481
• Hs Code.: 2924299090
• European Community (EC) Number: 825-030-9
• Nikkaji Number: J3.035.707H
• Mol file: 109745-15-5.mol

Synonyms:Fmoc-D-Glu-OtBu;109745-15-5;(4R)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid;(R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid;MFCD00077054;N-Fmoc-D-glutamic Acid 1-(tert-Butyl) Ester;Fmoc-D-Glu-O-t-Bu;Fmoc-D-glutamic acid-a-tert-butyl ester;SCHEMBL7423331;AMY30891;AKOS016842930;FD21503;fmoc-d-glutamic acid 1-tert-butyl ester;AS-49098;N-Fmoc-D-glutamic acid 1-tert-butyl ester;CS-0148631;EN300-301349;M06211;J-300120;Q-101545;N-alpha-(9-Fluorenylmethyloxycarbonyl)-D-glutamic-acid alpha t-butyl ester;(4R)-5-(tert-butoxy)-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-5-oxopentanoic acid;(R)-4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-tert-butoxy-5-oxopentanoic acid;N-alpha-(9-Fluorenylmethyloxycarbonyl)-D-glutamic-acid alpha t-butyl ester (Fmoc-D-Glu-OtBu)

Chemical Property of Fmoc-D-Glu-OtBu

Chemical Property:

• Appearance/Colour: White Powder
• Vapor Pressure: 3.72E-17mmHg at 25°C
• Boiling Point: 638.1oC at 760 mmHg
• PKA: 4.46±0.10(Predicted)
• Flash Point: 339.7oC
• PSA: 101.93000
• Density: 1.232g/cm3
• LogP: 4.49110
• Storage Temp.: Store at RT.
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 425.18383758
• Heavy Atom Count: 31
• Complexity: 635

Purity/Quality:

98%, ^*data from raw suppliers

Fmoc-D-glutamic acid-a-tert-butyl ester 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(CCC(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CC(C)(C)OC(=O)[C@@H](CCC(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of Fmoc-D-Glu-OtBu

There total 3 articles about Fmoc-D-Glu-OtBu 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:

(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-pentanedioic acid 5-allyl ester 1-tert-butyl ester → (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid (109745-15-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-ol; Yield given;

DOI:10.1016/S0040-4039(97)01110-6

Reference yield:

D-Glutamic acid (6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid (109745-15-5)

Guidance literature:

Multi-step reaction with 3 steps

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾, HOBt

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-ol;

DOI:10.1016/S0040-4039(97)01110-6

Reference yield:

(R)-2-Amino-pentanedioic acid 5-allyl ester (746581-15-7) → (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid (109745-15-5)

Guidance literature:

Multi-step reaction with 2 steps

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾, HOBt

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-ol;

DOI:10.1016/S0040-4039(97)01110-6

upstream raw materials:

D-Glutamic acid

(R)-2-Amino-pentanedioic acid 5-allyl ester

Downstream raw materials:

Fmoc-D-Glu(NH-paratolyl)-OtBu

N(α)-{2-[(o-nitro)cinnamyl]amino}benzoyl-L-alanyl-D-glutamine

N(α)-[2-(trans-2-hexenyl)amino]benzoyl-L-valinyl-D-glutamine

N(α)-[2-(trans-2-hexenyl)amino-4,5-dimethoxy]benzoyl-L-leucinyl-D-glutamine

Refernces