2-[(R)-2-((R)-5,6-Dihydroxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl ester

Base Information

Chemical Name:2-[(R)-2-((R)-5,6-Dihydroxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl ester
CAS No.:676347-36-7
Molecular Formula:C₃₂H₅₁N₃O₈SSi
Molecular Weight:665.924
Hs Code.:

2-[(R)-2-((R)-5,6-Dihydroxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl ester

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Chemical Property of 2-[(R)-2-((R)-5,6-Dihydroxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl ester

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Technology Process of 2-[(R)-2-((R)-5,6-Dihydroxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl ester

There total 10 articles about 2-[(R)-2-((R)-5,6-Dihydroxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl 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:

: 676347-34-5
2-[(R)-2-[4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-butyrylamino]-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl ester

: 676347-36-7
2-[(R)-2-((R)-5,6-Dihydroxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl ester

Guidance literature:: With acetic acid; at 60 ℃; for 0.333333h;
DOI:10.1021/jm0310232

Reference yield:

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

: 676347-36-7
2-[(R)-2-((R)-5,6-Dihydroxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl ester

Guidance literature:: Multi-step reaction with 8 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: EDC / acetonitrile / 4 h / 0 °C

8.1: aq. AcOH / 0.33 h / 60 °C

With triethylsilane; potassium hydroxide; boron trichloride; acetic acid; 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

Reference yield:

: 67373-56-2
chlorodimethyl(1,1,2-trimethylpropyl)silane

: 676347-36-7
2-[(R)-2-((R)-5,6-Dihydroxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-6-methyl-benzoic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / Et₃N / dimethylformamide / 6 h

2: 69 percent / TFA; Et₃SiH / CH₂Cl₂ / 18 h / 0 °C

3: EDC / acetonitrile / 4 h / 0 °C

4: aq. AcOH / 0.33 h / 60 °C

With triethylsilane; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0310232