Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-

Base Information

• Chemical Name: Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-
• CAS No.: 247088-45-5
• Molecular Formula: C21H25NO5
• Molecular Weight: 371.433
• Mol file: 247088-45-5.mol

Synonyms:3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid;Boc-Tyr(OBzl)-OH;N-t-Butyloxycarbonyl-O-benzyltyrosine;3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid;t-butyloxycarbonyl-O-benzyltyrosine;2-tert-butyloxycarbonylamino-3-(4-benzyloxyphenyl)propanoic acid;

Chemical Property of Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-

Chemical Property:

• Boiling Point: 552.4±50.0 °C(Predicted)
• PSA: 84.86000
• Density: 1.185±0.06 g/cm3(Predicted)
• LogP: 4.17690

Purity/Quality:

98.5% ^*data from raw suppliers

N-Boc-O-(phenylmethyl)-DL-tyrosine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-

There total 5 articles about Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)- 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: 82.0%

(4-methoxybenzyl 3-(4-(benzyloxy)phenyl)-2-((tertbutoxycarbonyl)amino)propanoate) (1467783-00-1) → (RS)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid (247088-45-5,54784-43-9)

Guidance literature:

With trichlorophosphate; In 1,2-dichloro-ethane; at 20 ℃; for 0.916667h;

DOI:10.1039/c3ra42113a

Reference yield:

methyl N-(tert-butoxycarbonyl)-O-benzyltyrosinate (907945-10-2) → (RS)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid (247088-45-5,54784-43-9)

Guidance literature:

With water; sodium hydroxide; In methanol; at 0 ℃;

DOI:10.1016/j.tetlet.2013.03.006

Reference yield:

tyrozine hydrochloride (2990-25-2,282733-43-1) → (RS)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid (247088-45-5,54784-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / water; 1,4-dioxane / 18 h / 20 °C

2: potassium carbonate / methanol / 4 h / Reflux

With potassium carbonate; triethylamine; In 1,4-dioxane; methanol; water;

DOI:10.3390/md16090311

upstream raw materials:

methyl N-(tert-butoxycarbonyl)-O-benzyltyrosinate

(4-methoxybenzyl 3-(4-(benzyloxy)phenyl)-2-((tertbutoxycarbonyl)amino)propanoate)

N-(tert-butoxycarbonyl)tyrosine

benzyl bromide

Downstream raw materials:

Boc-Tyr(Bzl)-Cys(SEt)-Asn-OBzl

C₉₉H₁₅₂N₁₈O₁₇

(4-methoxybenzyl 3-(4-(benzyloxy)phenyl)-2-((tertbutoxycarbonyl)amino)propanoate)