allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyrylamino]ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

Base Information

• Chemical Name: allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyrylamino]ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate
• CAS No.: 1275616-63-1
• Molecular Formula: C₃₉H₆₀N₄O₁₀SSi
• Molecular Weight: 805.078
• Mol file: 1275616-63-1.mol

Synonyms:

Chemical Property of allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyrylamino]ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyrylamino]ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

There total 1 articles about allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyrylamino]ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate 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:

(R)-4-(2,2-dimethyl-1,3-dioxolan-4-yl)butyric acid (142560-61-0) + allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-amino-ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate (173153-52-1) → allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyrylamino]ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate (1275616-63-1)

Guidance literature:

With 1,2-dichloro-ethane; In acetonitrile; at 0 ℃; for 5h; Inert atmosphere;

DOI:10.1021/jm1014023

Reference yield:

allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyrylamino]ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate (1275616-63-1) → C36H56N4O10SSi

Guidance literature:

With hydrogenchloride; In ethanol; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm1014023

Reference yield:

allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyrylamino]ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate (1275616-63-1) → C52H64N4O9SSi

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / ethanol / 2 h / 20 °C / Inert atmosphere

2: acetonitrile / 2 h / 20 °C / Inert atmosphere

3: 4-(trimethylsilyl)morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl acetate / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

4: 4-methyl-morpholine / dichloromethane / 2 h / 0 °C / Inert atmosphere

5: triphenylphosphine; diethylazodicarboxylate / toluene / 16 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; 4-(trimethylsilyl)morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl acetate; triphenylphosphine; diethylazodicarboxylate; In ethanol; dichloromethane; toluene; acetonitrile;

DOI:10.1021/jm1014023

upstream raw materials:

(R)-4-(2,2-dimethyl-1,3-dioxolan-4-yl)butyric acid

allyl 2-{(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-amino-ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

Downstream raw materials:

allyl 2-[(R)-2-[3-(allyloxycarbonylaminomethyl)-1,2,4-oxadiazol-5-yl]-2-((R)-5-hydroxy-6-trityloxyhexanoylamino)ethylsulfanylmethyl]-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate