N-<<(4,5-dihydro-5-thioxo-1,3,4-tiadiazol-2-yl)amino>carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyloxy>-L-tyrosine methyl ester

Base Information

• Chemical Name: N-<<(4,5-dihydro-5-thioxo-1,3,4-tiadiazol-2-yl)amino>carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyloxy>-L-tyrosine methyl ester
• CAS No.: 198701-03-0
• Molecular Formula: C₁₉H₂₈N₄O₄S₂Si
• Molecular Weight: 468.673
• Mol file: 198701-03-0.mol

Synonyms:N-<<(4,5-dihydro-5-thioxo-1,3,4-tiadiazol-2-yl)amino>carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyloxy>-L-tyrosine methyl ester

Chemical Property of N-<<(4,5-dihydro-5-thioxo-1,3,4-tiadiazol-2-yl)amino>carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyloxy>-L-tyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<<(4,5-dihydro-5-thioxo-1,3,4-tiadiazol-2-yl)amino>carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyloxy>-L-tyrosine methyl ester

There total 5 articles about N-<<(4,5-dihydro-5-thioxo-1,3,4-tiadiazol-2-yl)amino>carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyloxy>-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:

methyl (2S)-2-amino-3-{4'-[(tert-butyldimethylsilyl)oxy]phenyl}propanoate (216974-09-3) → N-<<(4,5-dihydro-5-thioxo-1,3,4-tiadiazol-2-yl)amino>carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyloxy>-L-tyrosine methyl ester (198701-03-0)

Guidance literature:

In N-[[(4,5-dihydro-5-thioxo-1,3,4-thiadiazol-2-yl)amino]carbonyl]-L-phenylalanine methyl ester;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → N-<<(4,5-dihydro-5-thioxo-1,3,4-tiadiazol-2-yl)amino>carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyloxy>-L-tyrosine methyl ester (198701-03-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / imidazole / dimethylformamide / 60 h / Ambient temperature

2: 100 percent / ammonium formate / 10 percent Pd/C / methanol / 1 h

3: pyridine / CH₂Cl₂; toluene / 2 h / 0 °C

4: tetrahydrofuran / 17 h / 0 - 20 °C

With pyridine; 1H-imidazole; ammonium formate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm9803222

Reference yield:

L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester (154161-05-4) → N-<<(4,5-dihydro-5-thioxo-1,3,4-tiadiazol-2-yl)amino>carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyloxy>-L-tyrosine methyl ester (198701-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / ammonium formate / 10 percent Pd/C / methanol / 1 h

2: pyridine / CH₂Cl₂; toluene / 2 h / 0 °C

3: tetrahydrofuran / 17 h / 0 - 20 °C

With pyridine; ammonium formate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;

DOI:10.1021/jm9803222

upstream raw materials:

5-amino-2,3-dihydro-1,3,4-thiadiazole-2-thione

3-(tert-butyl-dimethyl-silanyloxy)-2-isocyanato-propionic acid methyl ester

(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

tert-butyldimethylsilyl chloride