allyl 2-[(R)-2-[(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionylamino]-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

Base Information

Chemical Name:allyl 2-[(R)-2-[(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionylamino]-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate
CAS No.:676347-33-4
Molecular Formula:C₃₄H₅₃N₃O₈SSi
Molecular Weight:691.962
Hs Code.:

allyl 2-[(R)-2-[(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionylamino]-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

Synonyms:allyl 2-[(R)-2-[(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionylamino]-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

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

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

There total 10 articles about allyl 2-[(R)-2-[(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionylamino]-2-(3-methyl-1,2,4-oxadiazol-5-yl)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: 79.0%

: 173152-85-7
(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionic acid

: 173152-60-8
allyl 2-{(R)-2-amino-2-[3-methyl-1,2,4-oxadiazol-5-yl]-ethylsulfanylmethyl}-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

: 676347-33-4
allyl 2-[(R)-2-[(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionylamino]-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In acetonitrile; at 0 ℃; for 4h;
DOI:10.1021/jm0310232

Reference yield:

: 36326-38-2,64520-58-7,91057-97-5,91926-90-8,104321-63-3,124818-64-0,128525-67-7,128525-69-9,104321-62-2,917877-01-1
ethyl (E)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate

: 676347-33-4
allyl 2-[(R)-2-[(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionylamino]-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Pd/C / ethyl acetate / 1 h / atmospheric pressure

2: KOH / methanol / 1.5 h / 40 °C

3: 79 percent / EDC / acetonitrile / 4 h / 0 °C

With potassium hydroxide; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; ethyl acetate; acetonitrile;
DOI:10.1021/jm0310232

Reference yield:

: 52344-94-2
methyl 3,5-dimethoxy-2-methylbenzoate

: 676347-33-4
allyl 2-[(R)-2-[(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionylamino]-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / POCl₃ / CH₂Cl₂ / 72 h / 40 °C

2.1: 86 percent / BCl₃ / CH₂Cl₂ / 4.5 h / 20 °C

3.1: 98 percent / aq. KOH / 0.5 h / 75 °C

4.1: N,N,N',N'-tetramethylguanidine / dimethylformamide / 0.5 h

4.2: 86 percent / dimethylformamide / 3 h

5.1: 90 percent / Et₃N / dimethylformamide / 6 h

6.1: 69 percent / TFA; Et₃SiH / CH₂Cl₂ / 18 h / 0 °C

7.1: 79 percent / EDC / acetonitrile / 4 h / 0 °C

With triethylsilane; potassium hydroxide; boron trichloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; trichlorophosphate; N,N,N',N'-tetramethylguanidine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Vilsmeyer formylation;
DOI:10.1021/jm0310232