Boc-D-2,3-diaminopropionic acid

Base Information

• Chemical Name: Boc-D-2,3-diaminopropionic acid
• CAS No.: 76387-70-7
• Molecular Formula: C8H16 N2 O4
• Molecular Weight: 204.226
• Hs Code.: 29225090
• European Community (EC) Number: 689-932-2
• DSSTox Substance ID: DTXSID80427317
• Nikkaji Number: J2.628.747B
• Mol file: 76387-70-7.mol

Synonyms:76387-70-7;Boc-D-Dap-OH;Boc-D-2,3-diaminopropionic acid;(R)-3-Amino-2-((tert-butoxycarbonyl)amino)propanoic acid;(2R)-3-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(2R)-3-amino-2-{[(tert-butoxy)carbonyl]amino}propanoic acid;D-Alanine, 3-amino-N-[(1,1-dimethylethoxy)carbonyl]-;N-alpha-Boc-D-2,3-diaminopropionic acid;(2R)-3-azaniumyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;(R)-3-Amino-2-(tert-butoxycarbonylamino)propanoic acid;MFCD01632072;(2r)-3-amino-2-((2-methylpropan-2-yl)oxycarbonylamino)propanoic acid;3-Amino-N-Boc-D-alanine;SCHEMBL1742210;DTXSID80427317;KRJLRVZLNABMAT-RXMQYKEDSA-N;FD1052;AKOS005146316;AKOS007930188;CS-W015408;N-Boc-(R)-2,3-diaminopropionic acid;DS-13394;N(alpha)-Boc-D-2,3-diaminopropionic acid;AM20100750;EN300-1081939;(R)-2-tert-Butoxycarbonylamino-3-aminopropionic acid;N-alpha-t-Butyloxycarbonyl-D-2,3-diaminopropionic acid;(R)-(-)-2-tert-butoxycarbonylamino-3-amino-propionic acid;3-Amino-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-alanine

Chemical Property of Boc-D-2,3-diaminopropionic acid

Chemical Property:

• Vapor Pressure: 2.64E-06mmHg at 25°C
• Melting Point: 200-203℃
• Boiling Point: 364.4oC at 760 mmHg
• PKA: 2.88±0.16(Predicted)
• Flash Point: 174.2oC
• PSA: 101.65000
• Density: 1.189g/cm3
• LogP: 1.01420
• Storage Temp.: Store at RT.
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 204.11100700
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

BOC-D-DAP-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(CN)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CN)C(=O)O
• Uses: N(alpha)-Boc-D-2,3-diaminopropionic acid is used as pharmaceutical intermediate.

Technology Process of Boc-D-2,3-diaminopropionic acid

There total 19 articles about Boc-D-2,3-diaminopropionic 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: 96.0%

(2-Oxo-oxetan-3-yl)-carbamic acid tert-butyl ester (98541-64-1,126330-77-6,132340-68-2) → N2-tertbutoxycarbonyl-D-2,3-diaminopropanoic acid (73259-81-1,76387-70-7,113625-76-6)

Guidance literature:

With ammonia; In acetonitrile; at 25 ℃; 1.) 15 min, 2.) 4 h;

Reference yield: 96.0%

(2-Oxo-oxetan-3-yl)-carbamic acid tert-butyl ester (98541-64-1,126330-77-6,132340-68-2) → N2-tertbutoxycarbonyl-L-2,3-diaminopropanoic acid (73259-81-1,76387-70-7,113625-76-6)

Guidance literature:

With ammonia; In acetonitrile; at 25 ℃; 1.) 15 min, 2.) 4 h;

Reference yield: 95.0%

(S)-2,3-diaminopropionic acid (515-94-6,1915-96-4,4033-39-0,6018-54-8) + di-tert-butyl dicarbonate (24424-99-5) → (S)-3-amino-2-tert-butoxycarbonylaminopropionic acid (76387-70-7)

Guidance literature:

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

DOI:10.1039/d1ob00798j

upstream raw materials:

N-tert-butyloxycarbonylasparagine

(S)-3-(tert-butoxycarbonylamino)-oxetan-2-one

S-2-benzyloxycarbonyl-4-<(tert-butoxycarbonyl)amino>-isoxazolidin-5-one

(R)-2-((tert-butoxycarbonyl)amino)-3-chloropropanoic acid

Downstream raw materials:

(S)-2-tert-Butoxycarbonylamino-3-[(E)-(3-phenyl-acryloyl)amino]-propionic acid

(S)-2-tert-Butoxycarbonylamino-3-(2-{4-[(9H-fluoren-9-ylmethoxycarbonylamino)-methyl]-phenyl}-acetylamino)-propionic acid

(R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-((tertbutoxycarbonyl)amino)propanoic acid

N-(tert-butoxycarbonyl)-3-(dimethylamino)-L-alanine

Refernces

• 1、 Sola, Regine,Saguer, Philippe,David, Marie-Laure,Pascal, Robert. "A New Type of Safety-catch Linker cleaved by Intramolecular Activation of an Amide Anchorage and allowing Aqueous Processing in Solid-phase Peptide Synthesis". . p. 1786 - 1788. Retrieved 1993.
• 2、 -. "THERAPEUTIC COMPOUNDS AND METHODS". Page/Page column 33. . Retrieved 2020/01/31.
• 3、 Aiello, Donatella,Athanassopoulos, Constantinos M.,Mazzotti, Fabio,Siciliano, Carlo,Temperini, Andrea,de Luca, Pierantonio. "2,3-Diaminopropanols obtained from D-serine as intermediates in the synthesis of protected 2,3-L-diaminopropanoic acid (L-DAP) methyl esters". . . Retrieved 2020/03/23.