D-Alanine isopropyl ester hcl

Base Information

• Chemical Name: D-Alanine isopropyl ester hcl
• CAS No.: 39613-92-8
• Molecular Formula: C6H13NO2.ClH
• Molecular Weight: 167.636
• Hs Code.: 2922498590
• European Community (EC) Number: 828-497-7
• Mol file: 39613-92-8.mol

Synonyms:39613-92-8;D-ALANINE ISOPROPYL ESTER HCL;H-D-Ala-OiPr.HCl;D-alanine isopropyl ester hydrochloride;propan-2-yl (2R)-2-aminopropanoate hydrochloride;H-D-Ala-OiPr HCl;(R)-Isopropyl 2-aminopropanoate hydrochloride;propan-2-yl (2R)-2-aminopropanoate;hydrochloride;D-Alanine isopropyl ester (hydrochloride);L-Alanine isopropyl ester HCl;MFCD17976853;D-Alanine, 1-methylethyl ester, hydrochloride;SCHEMBL4269574;YAQKNCSWDMGPOY-NUBCRITNSA-N;Isopropyl D-alaninate hydrochloride;AMY30889;CS-M2998;D-Alanine isopropylester Hydrochloride;AKOS015908252;CS-O-11293;AS-17655;(R)-ISOPROPYL 2-AMINOPROPANOATE HCL;d-alanine iso-propyl ester hydrochloride salt;EN300-109068;F20403;A924567;Z1431904013

Chemical Property of D-Alanine isopropyl ester hcl

Chemical Property:

• Melting Point: 80-82oC
• PSA: 52.32000
• LogP: 1.78750
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.0713064
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

D-Alanine isopropyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)OC(=O)C(C)N.Cl
• Isomeric SMILES: C[C@H](C(=O)OC(C)C)N.Cl
• Uses: D-Alanine Isopropyl Ester Hydrochloride is a chiral reagent used in the synthesis of nucleotide prodrugs such as (PSI-7977) for the treatment of hepatitis C. Also used in the preparation of synthetic sweeteners.

Technology Process of D-Alanine isopropyl ester hcl

There total 6 articles about D-Alanine isopropyl ester hcl 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: 100.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + isopropyl alcohol (67-63-0,8013-70-5) → alanine isopropyl ester hydrochloride (39613-92-8,62062-56-0,62062-65-1)

Guidance literature:

With hydrogenchloride; at 80 - 85 ℃; for 4h; Inert atmosphere;

Reference yield: 100.0%

Boc-Ala-O-i-Pr → alanine isopropyl ester hydrochloride (39613-92-8,62062-56-0,62062-65-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.5b00403

Reference yield: 98.0%

D-Alanine (338-69-2,25191-17-7,18875-37-1) + isopropyl alcohol (67-63-0,8013-70-5) → (R)-1-isopropoxy-1-oxopropan-2-aminium chloride (39613-92-8)

Guidance literature:

D-Alanine; isopropyl alcohol; With thionyl chloride; at 85 ℃; for 4h; Inert atmosphere;

With hydrogenchloride;

upstream raw materials:

D-Alanine

isopropyl alcohol

L-alanin

L-alanine N-carboxyanhydride

Downstream raw materials:

phenyl(isopropoxy-L-alaninyl) phosphorochloridate

(S)-isopropyl 2-(4-nitrobenzamido)propanoate

4-chlorophenyl [[(1S)-1-(1-methylethoxycarbonyl)ethyl]amino]phosphorochloridate

(S)-2-[(R)-(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester

Refernces

• 1、 -. "4'-HALOGEN CONTAINING NUCLEOTIDE AND NUCLEOSIDE THERAPEUTIC COMPOSITIONS AND USES RELATED THERETO". Page/Page column 317. . Retrieved 2021/07/10.
• 2、 -. "4'-HALOGEN CONTAINING NUCLEOTIDE AND NUCLEOSIDE THERAPEUTIC COMPOSITIONS AND USES RELATED THERETO". Page/Page column 297. . Retrieved 2019/10/01.