3-Amino-D-alanine Hydrochloride

Base Information

• Chemical Name: 3-Amino-D-alanine Hydrochloride
• CAS No.: 6018-56-0
• Molecular Formula: C₃H₈N₂O₂*2ClH
• Molecular Weight: 177.031
• Hs Code.: 29212900
• European Community (EC) Number: 627-237-8
• UNII: 5452MGQ13C
• DSSTox Substance ID: DTXSID20584958
• Wikidata: Q27261164
• Mol file: 6018-56-0.mol

Synonyms:6018-56-0;3-Amino-D-alanine Hydrochloride;(R)-2,3-Diaminopropanoic acid hydrochloride;H-D-DAP-OH HCL;H-D-Dap-OH.HCl;3-Amino-D-alanine monohydrochloride;D-(-)-2,3-Diaminopropionic acid hydrochloride;D-2,3-Diaminopropionic acid hydrochloride;(R)-(-)-2,3-Diaminopropionic Acid Hydrochloride;H-D-Daba-OH.HCl;(2R)-2,3-diaminopropanoic acid hydrochloride;D-2,3-Diaminopropionic acid monohydrochloride;(2R)-2,3-diaminopropanoic acid;hydrochloride;2,3-Diaminopropionic acid hydrochloride, (-)-;6018-55-9;(R)-2,3-Diaminopropanoic acid monohydrochloride;5452MGQ13C;2,3-Diaminopropionic acid D-form hydrochloride [MI];D-Alanine, 3-amino-, monohydrochloride;UNII-5452MGQ13C;MFCD00070606;H-D-Dap-oh hydrochloride;SCHEMBL9709084;DTXSID20584958;SKWCZPYWFRTSDD-HSHFZTNMSA-N;AKOS005146351;AC-5660;CS-W011028;DS-0752;3-Amino-D-alanine hydrochloride (1:1);(R)-2,3-DIAMINOPROPANOIC ACID HCL;(-)-2,3-diaminopropionic acid hydrochloride;AM20100470;D1573;3-Amino-D-alanine--hydrogen chloride (1/1);A832634;(R)-2,3-DIAMINOPROPANOIC ACID DIHYDROCHLORIDE;Q27261164;D-2,3-Diaminopropionic acid monohydrochloride, >=99.0% (AT)

Chemical Property of 3-Amino-D-alanine Hydrochloride

Chemical Property:

• Appearance/Colour: white to almost white crystalline powder
• Melting Point: 232 °C
• Refractive Index: -23 ° (C=2, 1mol/L HCl)
• Boiling Point: 329.9 °C at 760 mmHg
• Flash Point: 153.3 °C
• PSA: 89.34000
• LogP: 0.55960
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 140.0352552
• Heavy Atom Count: 8
• Complexity: 73.3

Purity/Quality:

99% ^*data from raw suppliers

D-2,3-DiaminopropionicAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(=O)O)N)N.Cl
• Isomeric SMILES: C([C@H](C(=O)O)N)N.Cl

Technology Process of 3-Amino-D-alanine Hydrochloride

There total 7 articles about 3-Amino-D-alanine Hydrochloride 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: 93.0%

Fmoc-Dap-OH → (2R)-2,3-diaminopropanoic acid monohydrochloride (1482-97-9,6018-55-9,6018-56-0,19777-68-5,19777-69-6,28843-13-2,54897-59-5,69531-11-9,125767-61-5)

Guidance literature:

With diethylamine; In ethanol; at 27 ℃; Temperature; Concentration;

Reference yield: 65.0%

(S)-3-[(phenylmethyloxy)amino]-N-[(phenylmethyloxy)carbonyl]alanine (337368-14-6,96521-76-5) → L-α,β-diaminopropionic acid dihydrochloride (1482-97-9,6018-55-9,6018-56-0,19777-68-5,19777-69-6,28843-13-2,54897-59-5,69531-11-9,125767-61-5) + (S)-2-amino-3-(hydroxyamino)propanoic acid dihydrochloride

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In water; acetic acid; at 20 ℃; for 72h;

DOI:10.1002/ejoc.200400508

Reference yield: 60.0%

methyl (R)-2-azido-3-((tert-butoxycarbonyl)amino)propanoate → (2R)-2,3-diaminopropanoic acid monohydrochloride (1482-97-9,6018-55-9,6018-56-0,19777-68-5,19777-69-6,28843-13-2,54897-59-5,69531-11-9,125767-61-5)

Guidance literature:

methyl (R)-2-azido-3-((tert-butoxycarbonyl)amino)propanoate; With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 16h;

With hydrogenchloride; In water; at 60 ℃; for 12h;

DOI:10.1021/acs.joc.7b03225

upstream raw materials:

(S)-3-[(phenylmethyloxy)amino]-N-[(phenylmethyloxy)carbonyl]alanine

methyl (R)-(-)-3-acetamido-2-aminopropanoate

Downstream raw materials:

(R)-2,3-bis-tert-butoxycarbonylaminopropionic acid

DPAB-L-DPA (trans)

Refernces

• 1、 Tovillas, Pablo,García, Iván,Oroz, Paula,Mazo, Nuria,Avenoza, Alberto,Corzana, Francisco,Jiménez-Osés, Gonzalo,Busto, Jesús H.,Peregrina, Jesús M.. "Tn Antigen Mimics by Ring-Opening of Chiral Cyclic Sulfamidates with Carbohydrate C1- S- and C1- O-Nucleophiles". . p. 4973 - 4980. Retrieved 2018/05/17.
• 2、 Moran-Ramallal, Roberto,Liz, Ramon,Gotor, Vicente. "Bacterial preparation of enantiopure unactivated aziridine-2-carboxamides and their transformation into enantiopure nonnatural amino acids and vic-diamines". . p. 521 - 524. Retrieved 2007/10/03.