Fmoc-Dab(Alloc)-OH

Base Information

• Chemical Name: Fmoc-Dab(Alloc)-OH
• CAS No.: 204316-32-5
• Molecular Formula: C23H24N2O6
• Molecular Weight: 424.45
• Hs Code.: 29242990
• DSSTox Substance ID: DTXSID10373237
• Wikidata: Q72477769
• Mol file: 204316-32-5.mol

Synonyms:Fmoc-Dab(Alloc)-OH;204316-32-5;Fmoc-Dab(Aloc)-OH;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-(prop-2-enoxycarbonylamino)butanoic acid;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(((allyloxy)carbonyl)amino)butanoic acid;N-alpha-Fmoc-N-gamma-Alloc-L-diaminobutyric acid;MFCD00798634;SCHEMBL178810;Fmoc-(N-gamma-allyloxycarbonyl)-L-alpha,gamma-diaminobutyric acid;DTXSID10373237;AMY22629;Fmoc-Dab(Alloc)-OH, >=99.0%;AKOS015893071;CS-W013855;s10912;Butanoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-[[(2-propen-1-yloxy)carbonyl]amino]-, (2S)-;DS-15065;Na-Fmoc-N?-Alloc-L-2,4-diaminobutyric acid;EN300-7374627;A850888;J-013310;N-|A-Fmoc-N-|A-allyloxycarbonyl-L-2,4-diaminobutyric acid;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(allyloxycarbonylamino)butanoic acid;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-gamma-allyloxycarbonyl-L-2,4-diaminobutyric acid;(2S)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-4-({[(prop-2-en-1-yl)oxy]carbonyl}amino)butanoic acid;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-{[(prop-2-en-1-yloxy)carbonyl]amino}butanoic acid;(2S)-4-{[(Allyloxy)carbonyl]aMino}-2-{[(9H-fluoren-9-ylMethoxy)carbonyl]aMino}butanoic acid;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-gamma-allyloxycarbonyl-L-2,4-diaminobutyric acid (Fmoc-L-Dab(Alloc)-OH)

Chemical Property of Fmoc-Dab(Alloc)-OH

Chemical Property:

• Vapor Pressure: 3.08E-19mmHg at 25°C
• Melting Point: 124 °C
• Refractive Index: 1.589
• Boiling Point: 676.7 °C at 760 mmHg
• PKA: 3.78±0.10(Predicted)
• Flash Point: 363.1 °C
• PSA: 113.96000
• Density: 1.275 g/cm³
• LogP: 4.06240
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 424.16343649
• Heavy Atom Count: 31
• Complexity: 632

Purity/Quality:

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

N-alpha-Fmoc-Nγ-allyloxycarbonyl-L-2,4-diaminobutyric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC(=O)NCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: C=CCOC(=O)NCC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of Fmoc-Dab(Alloc)-OH

There total 3 articles about Fmoc-Dab(Alloc)-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: 84.0%

(S)-(3-fluoren-9-ylmethoxycarbonyl)-4-[2-(allyloxycarbonylamino)ethyl]-5-oxazolidinone (918428-73-6) → (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-(prop-2-enoxycarbonylamino)butanoic acid (204316-32-5,387824-78-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; Heating;

DOI:10.1080/00397910600772827

Reference yield:

9H-9-fluorenylmethyl (4S)-4-(3-azido-2-oxopropyl)-5-oxo-1,3-oxazolone-3-carboxylate (918428-66-7) → (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-(prop-2-enoxycarbonylamino)butanoic acid (204316-32-5,387824-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / toluene / 0.25 h / microwave irradiation

2: 84 percent / LiOH / tetrahydrofuran / Heating

With lithium hydroxide; In tetrahydrofuran; toluene;

DOI:10.1080/00397910600772827

Reference yield:

Nα-Fmoc-Glu-5-oxazolidinone (159530-17-3) → (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-(prop-2-enoxycarbonylamino)butanoic acid (204316-32-5,387824-78-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / N-methylmorpholine; IBC-Cl; NaN₃ / tetrahydrofuran / 0.5 h / -10 °C

2: 93 percent / toluene / 0.25 h / microwave irradiation

3: 84 percent / LiOH / tetrahydrofuran / Heating

With 4-methyl-morpholine; lithium hydroxide; sodium azide; In tetrahydrofuran; toluene;

DOI:10.1080/00397910600772827

upstream raw materials:

(S)-(3-fluoren-9-ylmethoxycarbonyl)-4-[2-(allyloxycarbonylamino)ethyl]-5-oxazolidinone

9H-9-fluorenylmethyl (4S)-4-(3-azido-2-oxopropyl)-5-oxo-1,3-oxazolone-3-carboxylate

N^α-Fmoc-Glu-5-oxazolidinone

Refernces