Benzoic acid, 2-[[[(2R)-2-amino-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]thio]methyl]-3-[[ dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-5-methoxy-6-methyl-, 2-propenyl ester

Base Information

Chemical Name:Benzoic acid, 2-[[[(2R)-2-amino-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]thio]methyl]-3-[[ dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-5-methoxy-6-methyl-, 2-propenyl ester
CAS No.:173152-60-8
Molecular Formula:C26H41N3O5SSi
Molecular Weight:535.78
Hs Code.:

Benzoic acid,
2-[[[(2R)-2-amino-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]thio]methyl]-3-[[
dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-5-methoxy-6-methyl-, 2-propenyl
ester

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Benzoic acid, 2-[[[(2R)-2-amino-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]thio]methyl]-3-[[ dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-5-methoxy-6-methyl-, 2-propenyl ester

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Technology Process of Benzoic acid, 2-[[[(2R)-2-amino-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]thio]methyl]-3-[[ dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-5-methoxy-6-methyl-, 2-propenyl ester

There total 8 articles about Benzoic acid, 2-[[[(2R)-2-amino-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]thio]methyl]-3-[[ dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-5-methoxy-6-methyl-, 2-propenyl 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: 69.0%

: 173152-66-4
(R)-2-mercapto-1-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylcarbamic acid tert-butyl ester

: 173152-59-5
allyl 2-formyl-5-methoxy-6-methyl-3-(dimethyl(thexyl)silyloxy)benzoate

: allyl 5-methoxy-2,6-dimethyl-3-(dimethyl(thexyl)silyloxy)benzoate

: 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

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 18h;
DOI:10.1021/jm0310232

Reference yield:

: 173152-66-4
(R)-2-mercapto-1-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylcarbamic acid tert-butyl ester

: 173152-59-5
allyl 2-formyl-5-methoxy-6-methyl-3-(dimethyl(thexyl)silyloxy)benzoate

: 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

Guidance literature:: With triethylsilane; In hexane; dichloromethane; ethyl acetate;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

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