H-Tyr(Bzl)-OMe.HCl

Base Information

• Chemical Name: H-Tyr(Bzl)-OMe.HCl
• CAS No.: 34805-17-9
• Molecular Formula: C17H19NO3^.HCl
• Molecular Weight: 321.804
• Hs Code.: 2922509090
• European Community (EC) Number: 675-782-5
• Mol file: 34805-17-9.mol

Synonyms:34805-17-9;H-Tyr(Bzl)-OMe.HCl;H-TYR(BZL)-OME HCL;O-Benzyl-L-tyrosine methyl ester hydrochloride;H-Tyr(Bzl)-OMe hydrochloride;H-L-Tyr(Bzl)-OMe*HCl;MFCD00080888;IQKXGACPIPNLEL-NTISSMGPSA-N;L-Tyrosine, O-(phenylmethyl)-, methyl ester, hydrochloride;L-Tyrosine benzyl ether methyl ester hydrochloride;SCHEMBL3497991;o-benzyl-l-tyrosine methyl ester hcl;AKOS015915126;AKOS015924211;DS-16191;o-benzyl tyrosine methyl ester hydrochloride;(O-benzyl)tyrosine methyl ester hydrochloride;CS-0150937;D82254;M03102;A822408;4-benzyloxy-phenylalanine-methyl-ester-hydrochloride;(S)-methyl 2-amino-3-(4-(benzyloxy)phenyl)propanoate hydrochloride;Methyl (S)-2-amino-3-(4-(benzyloxy)phenyl)propanoate hydrochloride;METHYL (2S)-2-AMINO-3-[4-(BENZYLOXY)PHENYL]PROPANOATE HYDROCHLORIDE;O-BenZyl-L-tyrosine methyl ester hydrochloride (H-L-Tyr(BZl)-OMe.HCl)

Chemical Property of H-Tyr(Bzl)-OMe.HCl

Chemical Property:

• Vapor Pressure: 2.9E-07mmHg at 25°C
• Boiling Point: 420 °C at 760 mmHg
• Flash Point: 166.4 °C
• PSA: 61.55000
• Density: 1.152 g/cm3
• LogP: 3.81070
• Storage Temp.: Store at RT.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 321.1131712
• Heavy Atom Count: 22
• Complexity: 307

Purity/Quality:

99% ^*data from raw suppliers

O-Benzyl-L-tyrosine methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=C(C=C1)OCC2=CC=CC=C2)N.Cl
• Isomeric SMILES: COC(=O)[C@H](CC1=CC=C(C=C1)OCC2=CC=CC=C2)N.Cl
• Uses: O-Benzyl-L-tyrosine methyl ester hydrochloride is used as a reagent for amino acid-based enantiomerically pure benzodiazepinones as anti-ischemic agents.

Technology Process of H-Tyr(Bzl)-OMe.HCl

There total 6 articles about H-Tyr(Bzl)-OMe.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%

methanol (67-56-1) + O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → methyl 2S-amino-3-(4-benzyloxyphenyl)propionate hydrochloride (34805-17-9)

Guidance literature:

With thionyl chloride; for 3h; Heating;

DOI:10.1016/j.ejmech.2016.03.017

Reference yield: 98.0%

methanol (67-56-1) + O-benzyl-S-tyrosine (16652-64-5) → methyl 2S-amino-3-(4-benzyloxyphenyl)propionate hydrochloride (34805-17-9)

Guidance literature:

With thionyl chloride; for 72h; Ambient temperature;

DOI:10.1021/jo961114p

Reference yield:

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → methyl 2S-amino-3-(4-benzyloxyphenyl)propionate hydrochloride (34805-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / water; tetrahydrofuran / 20 °C

2: sodium methylate / methanol / 3 h / 40 °C

3: thionyl chloride / 3 h / Heating

With thionyl chloride; sodium methylate; sodium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.ejmech.2016.03.017

upstream raw materials:

methanol

O-benzyl-S-tyrosine

hydrogenchloride

benzyl bromide

Downstream raw materials:

O-benzyl-N-(N-benzyloxycarbonyl-glycyl)-L-tyrosine methyl ester

O-benzyl-N-(N-benzyloxycarbonyl-L-leucyl)-L-tyrosine methyl ester

O-benzyl-N-(S-benzyl-N-benzyloxycarbonyl-L-cysteinyl)-L-tyrosine methyl ester

N-<3-Carboxy-propionyl>-O-benzyl-L-tyrosin-methylester

Refernces

• 1、 Croft,Foley. "Proline-rich proteins - Deriving a basis for residue-based selectivity in polyphenolic binding". supporting information; experimental part. p. 1594 - 1600. Retrieved 2008/10/09.