Boc-Tyr(tBu)-OH

Base Information

• Chemical Name: Boc-Tyr(tBu)-OH
• CAS No.: 47375-34-8
• Molecular Formula: C18H27NO5
• Molecular Weight: 337.416
• Hs Code.: 29242990
• European Community (EC) Number: 844-195-8
• DSSTox Substance ID: DTXSID30426916
• Nikkaji Number: J1.147.689I
• Wikidata: Q72450765
• Mol file: 47375-34-8.mol

Synonyms:Boc-Tyr(tBu)-OH;47375-34-8;Boc-O-tert-butyl-L-tyrosine;BOC-TYR(TBUL)-OH;(S)-3-(4-(tert-Butoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid;L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoic acid;N-(tert-Butoxycarbonyl)-O-tert-butyl-L-tyrosine;N-Boc-O-tert-butyl-L-tyrosine;MFCD00065598;Boc-O-tert-Butyl-L-Tyr-OH;SCHEMBL1311509;DTXSID30426916;ZEQLLMOXFVKKCN-AWEZNQCLSA-N;(2S)-2-(tert-butoxycarbonylamino)-3-(4-tert-butoxyphenyl)propanoic acid;AKOS015836421;AKOS030228093;CS-W011915;HY-W011199;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(tert-butoxy)phenyl]propanoic acid;AS-11633;B3485;M03337;EN300-1589960;N-alpha-t-Butyloxycarbonyl-O-t-butyl-L-tyrosine;A827201;N-(tert-butoxycarbonyl)-(O-tert-butyl)-L-tyrosine;N-(tert-butoxycarbonyl)-O-(tert-butyl)-L-tyrosine;N-(tert-butyloxycarbonyl)-O-(tert-butyl)-L-tyrosine;Boc-Tyr(tBu)-OH, >=99.0% (sum of enantiomers, TLC);(S)-2-(tert-butoxycarbonylamino)-3-(4-tert-butoxyphenyl)propanoic acid

Chemical Property of Boc-Tyr(tBu)-OH

Chemical Property:

• Vapor Pressure: 3.52E-10mmHg at 25°C
• Melting Point: 113-118 °C
• Refractive Index: 1.514
• Boiling Point: 484 °C at 760 mmHg
• PKA: 3.00±0.10(Predicted)
• Flash Point: 246.5 °C
• PSA: 84.86000
• Density: 1.116 g/cm³
• LogP: 3.77520
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in DMF. Insoluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 337.18892296
• Heavy Atom Count: 24
• Complexity: 428

Purity/Quality:

≥98%, ^*data from raw suppliers

N-(tert-Butoxycarbonyl)-O-tert-butyl-L-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)(C)OC1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Uses: N-Boc-O-tert-butyl-L-tyrosine is used as pharmaceutical intermediate.

Technology Process of Boc-Tyr(tBu)-OH

There total 2 articles about Boc-Tyr(tBu)-OH 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%

di-tert-butyl dicarbonate (24424-99-5) + O-t-Butyl-L-tyrosine (4727-00-8,18822-59-8,186698-58-8) → Boc-Tyr(t-Bu)-OH (47375-34-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1021/ja505278w

Reference yield: 76.0%

di-tert-butyl tricarbonate (24424-95-1) + O-t-Butyl-L-tyrosine (4727-00-8,18822-59-8,186698-58-8) → Boc-Tyr(t-Bu)-OH (47375-34-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; pH 9.5;

Reference yield: 98.0%

Boc-Tyr(t-Bu)-OH (47375-34-8) + methyl iodide (74-88-4) → methyl 2(S)-<(tert-butyloxycarbonyl)amino>-3-<(4-tert-butyloxy)phenyl>propanoate (30845-22-8)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2013.08.020

upstream raw materials:

di-tert-butyl tricarbonate

O-t-Butyl-L-tyrosine

di-tert-butyl dicarbonate

Downstream raw materials:

p-nitrophenyl ester of N-tert-butoxycarbonyl-O-tert-butyl-L-tyrosine

Leu-enkephalin

Ac-Tyr(t-Bu)-Gly-Gly-NH-Hex

Ac-Tyr(t-Bu)-Gly-Phe-OH