Boc-D-2,4-diaminobutyric acid

Base Information

• Chemical Name: Boc-D-2,4-diaminobutyric acid
• CAS No.: 80445-78-9
• Molecular Formula: C₉H₁₈N₂O₄
• Molecular Weight: 218.253
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID00427334
• Mol file: 80445-78-9.mol

Synonyms:80445-78-9;Boc-D-2,4-diaminobutyric acid;BOC-D-DAB-OH;(2R)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic Acid;(R)-4-amino-2-((tert-butoxycarbonyl)amino)butanoic acid;(2R)-4-azaniumyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate;MFCD00798622;(2R)-4-Amino-2-(Boc-amino)butanoic acid;SCHEMBL2612149;DTXSID00427334;MDCPCLPRWLKUIQ-ZCFIWIBFSA-N;(R)-4-AMINO-2-(TERT-BUTOXYCARBONYLAMINO)BUTANOIC ACID;FD1082;AKOS005146317;AKOS015841362;CS-W014793;AC-23759;AS-18900;A847257;(2R)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;N-alpha-t-Butyloxycarbonyl-D-2,4-diaminobutyric acid (Boc-D-Dab-OH)

Chemical Property of Boc-D-2,4-diaminobutyric acid

Chemical Property:

• Melting Point: 250 °C (decomp)
• Boiling Point: 388.238 °C at 760 mmHg
• PKA: 3?+-.0.10(Predicted)
• Flash Point: 188.6 °C
• PSA: 101.65000
• Density: 1.16 g/cm³
• 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:

99% ^*data from raw suppliers

Boc-d-dab-oh ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Boc-D-2,4-diaminobutyric acid

There total 16 articles about Boc-D-2,4-diaminobutyric acid 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: 98.0%

L-2,4-diaminobutyrate (1758-80-1) + di-tert-butyl dicarbonate (24424-99-5) → (2S)-4-amino-2-[(tert-butoxycarbonyl)amino]butanoic acid (25691-37-6,80445-78-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 12h;

DOI:10.1039/d1ob00798j

Reference yield: 97.0%

C24H26N2O6 → (2S)-4-amino-2-[(tert-butoxycarbonyl)amino]butanoic acid (25691-37-6,80445-78-9)

Guidance literature:

With palladium on activated charcoal; In ethanol; at 20 - 25 ℃; under 30003 - 37503.8 Torr;

Reference yield: 95.0%

C24H26N2O6 → (α)N-1,1-dimethylethoxycarbonyl-L-2,4-diaminobutyric acid (25691-37-6,80445-78-9)

Guidance literature:

With palladium on activated charcoal; In ethanol; at 20 - 25 ℃; under 30003 - 37503.8 Torr;

upstream raw materials:

(2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyric acid

N-tert-butyloxycarbonylasparagine

Boc-Gln-OH

di-tert-butyl dicarbonate

Refernces

• 1、 Gupta, Manoj Kumar,Madhanagopal, Bharath Raj,Ganesh, Krishna N.. "Peptide Nucleic Acid with Double Face: Homothymine-Homocytosine Bimodal Cα-PNA (bm-Cα-PNA) Forms a Double Duplex of the bm-PNA2:DNA Triplex". supporting information. p. 414 - 428. Retrieved 2020/12/22.
• 2、 Gupta, Manoj Kumar,Madhanagopal, Bharath Raj,Datta, Dhrubajyoti,Ganesh, Krishna N.. "Structural design and synthesis of bimodal PNA that simultaneously binds two complementary DNAs to Form fused double duplexes". supporting information. p. 5255 - 5260. Retrieved 2020/07/16.