H-Dab(boc)-OH

Base Information

• Chemical Name: H-Dab(boc)-OH
• CAS No.: 10270-94-7
• Molecular Formula: C9H18 N2 O4
• Molecular Weight: 218.253
• DSSTox Substance ID: DTXSID80427150
• Nikkaji Number: J57.543G
• Mol file: 10270-94-7.mol

Synonyms:10270-94-7;H-DAB(BOC)-OH;H-Daba(Boc)-OH;(2S)-2-amino-4-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic Acid;(S)-2-AMINO-4-(TERT-BUTOXYCARBONYLAMINO)BUTANOIC ACID;(2S)-2-azaniumyl-4-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate;(2s)-2-amino-4-[(tert-butoxycarbonyl)amino]butanoic acid;(S)-2-Amino-4-((tert-butoxycarbonyl)amino)butanoic acid;Ngamma-Boc-L-2,4-diaminobutyric acid;MFCD00236842;(S)-2-Amino-4-(Boc-amino)butanoic Acid;SCHEMBL3916161;DTXSID80427150;AKOS022177993;(S)-2-amino-4-BOC-aminobutanoic acid;AS-39243;CS-0099795;Butanoic acid, 2-amino-4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-

Chemical Property of H-Dab(boc)-OH

Chemical Property:

• Melting Point: 216℃
• Boiling Point: 388.2±37.0 °C(Predicted)
• PKA: 2.25±0.10(Predicted)
• PSA: 101.65000
• Density: 1.160±0.06 g/cm3(Predicted)
• LogP: 1.40430
• Storage Temp.: Store at RT.
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 218.12665706
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

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

(S)-2-Amino-4-((tert-butoxycarbonyl)amino)butanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCC(C(=O)O)N
• Isomeric SMILES: CC(C)(C)OC(=O)NCC[C@@H](C(=O)O)N

Technology Process of H-Dab(boc)-OH

There total 3 articles about H-Dab(boc)-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: 40.0%

L-2,4-diaminobutyrate (1758-80-1) + di-tert-butyl dicarbonate (24424-99-5) → 4--L-2,4-diaminobutyric acid (10270-94-7)

Guidance literature:

With copper(II) carbonate; copper(II) hydroxide; sodium hydrogencarbonate; In 1,4-dioxane;

DOI:10.1021/jm990111c

Reference yield:

N2-<(1,1-dimethylethoxy)carbonyl>-N4-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid (13558-07-1) → 4--L-2,4-diaminobutyric acid (10270-94-7)

Guidance literature:

With ammonia; calcium;

Reference yield:

N-(tert-butyloxycarbonyl) azide (1070-19-5) → 4--L-2,4-diaminobutyric acid (10270-94-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH

2: Ca, liq. NH₃

With sodium hydroxide; ammonia; calcium;

upstream raw materials:

N²-<(1,1-dimethylethoxy)carbonyl>-N⁴-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid

L-2,4-diaminobutyrate

di-tert-butyl dicarbonate

N-(tert-butyloxycarbonyl) azide

Downstream raw materials:

2--4--L-2,4-diaminobutyric acid

N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^γ-(tert-butyloxycarbonyl)-L-2,4-diaminobutyric acid

2--4--L-2,4-diaminobutyric p-nitrophenyl ester

2--4--L-2,4-diaminobutyric amide

Refernces