(+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate

Base Information

• Chemical Name: (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate
• CAS No.: 355857-30-6
• Molecular Formula: C₁₅H₁₉Br₂NO₅
• Molecular Weight: 453.128
• Mol file: 355857-30-6.mol

Synonyms:(+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate

Chemical Property of (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate

There total 6 articles about (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate 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: 98.0%

N-[(1,1-dimethylethoxy)carbonyl]-3,5-dibromo-L-tyrosine (58960-71-7,349535-07-5) + diazomethyl-trimethyl-silane (18107-18-1) → (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate (355857-30-6)

Guidance literature:

In methanol; dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c1ob06722b

Reference yield: 26.0%

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate (355857-30-6) + methyl (S)-3 -(3-bromo-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino)propanoate (139517-74-1)

Guidance literature:

With 2,6-dimethylpyridine; sodium dihydrogenphosphate; (6,6'-(1R,2R)-cyclohexane-1,2-diyl)bis(2-(3,5-bis(trifluoromethyl)phenyl)(methyl)-amino)-9-dodecylthiazolo[5',4':5,6]benzo[1,2-g]pteridine-8,10(6H,9H)-dione; oxalic acid; lithium bromide; In dichloromethane; for 0.75h; Reagent/catalyst; Schlenk technique;

DOI:10.1002/anie.202009657

Reference yield: 12.0%

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate (355857-30-6)

Guidance literature:

With 2,6-dimethylpyridine; sodium dihydrogenphosphate; oxalic acid; lithium bromide; In dichloromethane; Reagent/catalyst; Schlenk technique;

DOI:10.1002/anie.202009657

upstream raw materials:

N-[(1,1-dimethylethoxy)carbonyl]-3,5-dibromo-L-tyrosine

diazomethyl-trimethyl-silane

di-tert-butyl dicarbonate

3',5'-dibromo-L-tyrosine methyl ester

Downstream raw materials:

C₃₃H₄₉Br₂NO₆Si

(+)-(S)-methyl 2-amino-3-(4-benzyloxy-3,5-dibromophenyl)propanoate

(E)-methyl 3-(4-benzyloxy-3,5 dibromophenyl)-2-(hydroxyimino)propanoate

(E)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(hydroxyimino)propanoate