3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester

Base Information

• Chemical Name: 3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester
• CAS No.: 167316-03-2
• Molecular Formula: C₂₈H₃₅IN₂O₈
• Molecular Weight: 654.499
• Mol file: 167316-03-2.mol

Synonyms:3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester

Chemical Property of 3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester

There total 2 articles about 3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester 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: 84.0%

N-Boc-4-I-Phe-OH (103882-09-3,62129-44-6) + 3-acetoxy-N,O-dimethyl-L-tyrosine methyl ester (167316-01-0) → 3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester (167316-03-2)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 4 ℃; for 12h;

DOI:10.1021/ja00133a010

Reference yield:

(S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester (135226-83-4) → 3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester (167316-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / H₂ / 10percent Pd/C / methanol / 3 h / 25 °C / 760 Torr

2: 84 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride, triethylamine / CH₂Cl₂ / 12 h / 4 °C

With hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ja00133a010

Reference yield: 95.0%

3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester (167316-03-2) → 3-hydroxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester (167316-04-3)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; at 25 ℃; for 12h;

DOI:10.1021/ja00133a010

upstream raw materials:

N-Boc-4-I-Phe-OH

3-acetoxy-N,O-dimethyl-L-tyrosine methyl ester

(S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester

Downstream raw materials:

3-hydroxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester

C₄₄H₅₆N₆O₁₂

C₄₅H₅₈N₆O₁₂

BOC-D-alanyl-L-alanyl-O⁴-methyl-L-tyrosyl-L-alanyl-L-tyrosyl-N,O⁴-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester