(R)-tert-Butyl 2-amino-3-phenylpropanoate hydrochloride

Base Information

• Chemical Name: (R)-tert-Butyl 2-amino-3-phenylpropanoate hydrochloride
• CAS No.: 3403-25-6
• Molecular Formula: C13H19NO2^.HCl
• Molecular Weight: 257.76
• Hs Code.: 2922499990
• European Community (EC) Number: 809-118-4
• DSSTox Substance ID: DTXSID90580028
• Mol file: 3403-25-6.mol

Synonyms:3403-25-6;H-D-Phe-OtBu.HCl;(R)-tert-Butyl 2-amino-3-phenylpropanoate hydrochloride;H-D-PHE-OTBU HCL;H-D-Phe-OtBu hydrochloride;D-Phenylalanine tert-butyl ester hydrochloride;tert-butyl (2R)-2-amino-3-phenylpropanoate hydrochloride;tert-butyl (2R)-2-amino-3-phenylpropanoate;hydrochloride;Tert-Butyl D-Phenylalaninate Hydrochloride;h-d-phe.otbu.hcl;H-D-Phe-OBut-HCl;MFCD00153455;D-Phenylalanine tert.butyl ester hydrochloride;FDMCEXDXULPJPG-RFVHGSKJSA-N;D-Phenylalanine, 1,1-dimethylethyl ester, hydrochloride;H-D-Phe-OtBu.HCI;D-PHENYLALANINE T-BUTYLESTER HYDROCHLORIDE;SCHEMBL594131;DTXSID90580028;D-Phenylalanine tert-butyl ester HCl;AKOS015924118;AM82165;CS-W008522;HY-W008522;H-D-Phe-OtBu hydrochloride, AldrichCPR;DS-14939;d-phenylalanine t-butyl ester hydrochloride;EN300-108901;F10853;tert-Butyl D-phenylalaninate--hydrogen chloride (1/1);D-Phenylalanine tert-butyl ester hydrochloride, 98% (H-D-Phe-OtBu.HCl)

Chemical Property of (R)-tert-Butyl 2-amino-3-phenylpropanoate hydrochloride

Chemical Property:

• Vapor Pressure: 7.76E-05mmHg at 25°C
• Melting Point: 208-211 °C
• Boiling Point: 336.9 °C at 760 mmHg
• Flash Point: 157.6 °C
• PSA: 52.32000
• LogP: 3.40040
• Storage Temp.: 0-6°C
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 257.1182566
• Heavy Atom Count: 17
• Complexity: 227

Purity/Quality:

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

D-Phenylalaninetert-ButylEsterHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(CC1=CC=CC=C1)N.Cl
• Isomeric SMILES: CC(C)(C)OC(=O)[C@@H](CC1=CC=CC=C1)N.Cl
• Uses: D-Phenylalanine tert-butyl ester is a protected form of D-Phenylalanine (P319410). D-Phenylalanine is an essential amino acid that serves as a primary precursor for the biosynthesis of catecholamines in the body. D-Phenylalanine is also known to antagonize stress-induced analgesia in humans, and also acts as an anti-enkephalinase agent.

Technology Process of (R)-tert-Butyl 2-amino-3-phenylpropanoate hydrochloride

There total 5 articles about (R)-tert-Butyl 2-amino-3-phenylpropanoate 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: 77.0%

D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) + isobutene (115-11-7,15220-85-6) → tert-butyl (2R)-2-amino-3-phenyl-propanoate hydrochloride (3403-25-6,75898-47-4)

Guidance literature:

With sulfuric acid; In 1,4-dioxane;

DOI:10.1016/S0040-4020(01)91366-3

Reference yield:

phenylalanine tert-butyl ester hydrochloride (75898-47-4) → L-phenylalanine tert-butyl ester hydrochloride (15100-75-1,75898-47-4) + tert-butyl (2R)-2-amino-3-phenyl-propanoate hydrochloride (3403-25-6,75898-47-4)

Guidance literature:

With chiral stationary phase including isopropyl-functionalized CF₆; In methanol; acetic acid; triethylamine; acetonitrile; at 20 ℃; Purification / work up;

Reference yield:

C30H29NO2 → L-phenylalanine tert-butyl ester hydrochloride (15100-75-1,75898-47-4) + tert-butyl (2R)-2-amino-3-phenyl-propanoate hydrochloride (3403-25-6,75898-47-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 14h;

DOI:10.1002/chir.22529

upstream raw materials:

D-(R)-phenylalanine

isobutene

tert-butyl 2-((diphenylmethylene)amino)-3-phenylpropanoate

phenylalanine tert-butyl ester hydrochloride

Downstream raw materials:

tert-butyl (R)-3'-phenyl-2'-([1R,2E,4R]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylideneamino)propanoate

C₂₅H₂₆ClNO₄S

C₁₅H₂₀ClNO₃

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS". Page/Page column 45-49; 60. . Retrieved 2010/12/31.
• 2、 Belokon, Yuri N,North, Michael,Churkina, Tatiana D,Ikonnikov, Nikolai S,Maleev, Victor I. "Chiral salen-metal complexes as novel catalysts for the asymmetric synthesis of α-amino acids under phase transfer catalysis conditions". . p. 2491 - 2498. Retrieved 2007/10/03.