Boc-O-benzyl-L-tyrosine

Base Information

• Chemical Name: Boc-O-benzyl-L-tyrosine
• CAS No.: 2130-96-3
• Molecular Formula: C21H25NO5
• Molecular Weight: 371.433
• Hs Code.: 29242990
• European Community (EC) Number: 218-349-4
• DSSTox Substance ID: DTXSID20175567
• Nikkaji Number: J298.714G
• Wikidata: Q72448697
• Mol file: 2130-96-3.mol

Synonyms:Boc-Tyr(Bzl)-OH;2130-96-3;Boc-O-benzyl-L-tyrosine;N-Boc-O-benzyl-L-tyrosine;N-(tert-Butoxycarbonyl)-O-benzyl-L-tyrosine;(S)-3-(4-(Benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-phenylmethoxyphenyl)propanoic acid;MFCD00065597;Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-;O-benzyl-N-(tert-butoxycarbonyl)-L-tyrosine;O-Benzyl-N-((tert-butoxy)carbonyl)-L-tyrosine;(S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoic acid;Boc-Tyr(Bn);Boc-Tyr(OBn);Boc-O-Bzl-L-Tyr;BOC-Tyr(Bzl);Boc-O-benzyl-L-Tyr;Boc-Tyr(OBn)-OH;n-boc-o-benzyltyrosine;Boc-Tyr (Bzl)-OH;Boc-L-Tyr(Bzl)-OH;N-Boc-O-Benzyl-tyrosine;N-Boc-(O-benzyl)tyrosine;Boc-(O-benzyl)-L-tyrosine;n-alpha-tert-butyloxycarbonyl-o-benzyl-l-tyrosine;SCHEMBL193473;DTXSID20175567;EINECS 218-349-4;STL466173;(2S)-3-[4-(benzyloxy)phenyl]-2-[(tert-butoxycarbonyl)amino]propanoic acid;AKOS015839435;AKOS015889900;AM82323;CS-O-11067;CS-W011789;HY-W011073;NSC 164044;N-tert-Butyloxycarbonyl-O-benzyltyrosine;AC-19284;AS-12176;Boc-Tyr(Bzl)-OH, >=99.0% (T);O-Benzyl-N-tert-butoxycarbonyl-L-tyrosine;N-tert-butyloxycarbonyl-O-benzyl-L-tyrosine;Nalpha-t-butoxycarbonyl-O-benzyl-L-tyrosine;B1631;N-tertiarybutoxycarbonyl-O-benzyl-L-tyrosine;Nalpha -t-butoxycarbonyl-O-benzyl-L-tyrosine;N-(tert-butyloxycarbonyl)-O-benzyl-L-tyrosine;nalpha-tert-butoxycarbonyl-o-benzyl-l-tyrosine;EN300-305201;M03335;J-300278;N-(t-butyloxycarbonyl)-4-benzyloxy-L-phenylalanine;Q-101631;N-(tert-butyloxycarbonyl)-O-(phenylmethyl)-L-tyrosine;N-[(1,1-dimethylethoxy)carbonyl]--O-benzyl-L-tyrosine;(S)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylaminopropionic acid;(S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonyl-amino)propanoic acid;(S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid;(2S)-3-[4-(benzyloxy)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

Chemical Property of Boc-O-benzyl-L-tyrosine

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 4.87E-13mmHg at 25°C
• Melting Point: 110-112 °C
• Refractive Index: 29.5 ° (C=2, EtOH)
• Boiling Point: 552.4 °C at 760 mmHg
• PKA: 2.99±0.10(Predicted)
• Flash Point: 287.9 °C
• PSA: 84.86000
• Density: 1.185 g/cm³
• LogP: 4.17690
• Storage Temp.: 2-8°C
• Solubility.: almost transparency in EtOH
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 371.17327290
• Heavy Atom Count: 27
• Complexity: 474

Purity/Quality:

99% ^*data from raw suppliers

Boc-O-benzyl-L-tyrosine 99+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)OCC2=CC=CC=C2)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)OCC2=CC=CC=C2)C(=O)O
• Uses: Boc-Tyr(Bzl)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of Boc-O-benzyl-L-tyrosine

There total 18 articles about Boc-O-benzyl-L-tyrosine 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: 95.0%

Boc-Tyr-OH (3978-80-1) + benzyl bromide (100-39-0) → O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9)

Guidance literature:

With sodium methylate; tetra-(n-butyl)ammonium iodide; In methanol; at 40 ℃; for 3h;

Reference yield: 93.0%

N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester (27513-44-6) → O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 50 ℃; for 1h;

DOI:10.1021/acs.jmedchem.1c00393

Reference yield: 84.0%

Boc-Tyr-OH (3978-80-1) + benzyl chloride (100-44-7) → O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9)

Guidance literature:

Boc-Tyr-OH; benzyl chloride; With sodium methylate; tetra-(n-butyl)ammonium iodide; In methanol; at 40 ℃; for 24h;

With hydrogenchloride; In methanol; water;

upstream raw materials:

O-benzyl-S-tyrosine

N-(tert-butyloxycarbonyl) azide

1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate

tert-butyl chloroformate

Downstream raw materials:

N-(tert-butyloxycarbonyl)-O-(phenylmethyl)-L-tyrosine 4-nitrophenol ester

(R)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-4-methyl-pentanoic acid benzyl ester

Boc-Tyr(Bzl)-Ala-Ala-Gly-OMe

symmetric anhydride of Boc-Tyr(Bzl)-OH

Refernces

• 1、 Chen, Keyu,Cheng, Tao,Li, Pan,Shen, Chengyi,Wu, Changqiang,Xia, Qian,Xia, Zhiyang,Xiao, Bin,Zhang, Xiaoming,Zhong, Lei,Zhu, Chunrong,Zhu, Jiang. "Mn(II) Complex of Lipophilic Group-Modified Ethylenediaminetetraacetic Acid (EDTA) as a New Hepatobiliary MRI Contrast Agent". . p. 9182 - 9192. Retrieved 2021/07/19.
• 2、 -. "Naamine derivatives, preparation method of Nammine derivatives, and application of Nammine derivatives in treatment of plant viruses and bacterial diseases". . . Retrieved 2018/05/16.