1,1-dimethylethyl ((1S)-2-{[bis(ethyloxy)phosphoryl]oxy}-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate

Base Information

• Chemical Name: 1,1-dimethylethyl ((1S)-2-{[bis(ethyloxy)phosphoryl]oxy}-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate
• CAS No.: 1277165-17-9
• Molecular Formula: C₂₉H₄₅F₃N₃O₇PS
• Molecular Weight: 667.727
• Mol file: 1277165-17-9.mol

Synonyms:1,1-dimethylethyl ((1S)-2-{[bis(ethyloxy)phosphoryl]oxy}-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate

Chemical Property of 1,1-dimethylethyl ((1S)-2-{[bis(ethyloxy)phosphoryl]oxy}-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl ((1S)-2-{[bis(ethyloxy)phosphoryl]oxy}-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate

There total 2 articles about 1,1-dimethylethyl ((1S)-2-{[bis(ethyloxy)phosphoryl]oxy}-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate 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: 64.0%

1,1-dimethylethyl ((1S)-2-hydroxy-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate (1277165-16-8) + diethyl chlorophosphate (814-49-3) → 1,1-dimethylethyl ((1S)-2-{[bis(ethyloxy)phosphoryl]oxy}-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate (1277165-17-9)

Guidance literature:

With triethylamine; In toluene; at 50 ℃; for 6h;

DOI:10.1021/op2000095

Reference yield:

1,1-dimethylethyl (4S)-2,2,4-trimethyl-4-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}-1,3-oxazolidine-3-carboxylate (1005407-72-6) → 1,1-dimethylethyl ((1S)-2-{[bis(ethyloxy)phosphoryl]oxy}-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate (1277165-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid; water / Isopropyl acetate / 13 h / 70 °C / Large scale reaction

1.2: 70 °C / Large scale reaction

2.1: sodium hydrogencarbonate / water; toluene / 21 h / 40 - 50 °C

3.1: triethylamine / toluene / 6 h / 50 °C

With sulfuric acid; water; sodium hydrogencarbonate; triethylamine; In Isopropyl acetate; water; toluene;

DOI:10.1021/op2000095

Reference yield: 90.0%

1,1-dimethylethyl ((1S)-2-{[bis(ethyloxy)phosphoryl]oxy}-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate (1277165-17-9) → (2S)-2-amino-2-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}propyl dihydrogen phosphate

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 23h;

DOI:10.1021/op2000095

upstream raw materials:

1,1-dimethylethyl (4S)-2,2,4-trimethyl-4-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}-1,3-oxazolidine-3-carboxylate

1,1-dimethylethyl ((1S)-2-hydroxy-1-methyl-1-{5-[4-(n-octyloxy)-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}ethyl)carbamate

diethyl chlorophosphate