3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid

Base Information

Chemical Name:3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid
CAS No.:676347-30-1
Molecular Formula:C₂₈H₄₃N₃O₉SSi
Molecular Weight:625.816
Hs Code.:

3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid

Synonyms:3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid

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Chemical Property of 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid

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Technology Process of 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid

There total 10 articles about 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid 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:

: 676347-29-8
allyl 3-[dimethyl(thexyl)silyloxy]-2-[(R)-2-((R)-3-hydroxy-3-(methoxycarbonyl)-propionylamino)-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-5-methoxy-6-methylbenzoate

: 676347-30-1
3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/jm0310232

Reference yield:

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

: 676347-30-1
3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid

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: 81 percent / EDC / acetonitrile / 4 h / 0 °C

8.1: morpholine; Pd(PPh₃)4 / tetrahydrofuran / 2 h / 0 °C

With morpholine; triethylsilane; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trichloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; trichlorophosphate; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; 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

: 676347-30-1
3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid

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: 81 percent / EDC / acetonitrile / 4 h / 0 °C

4: morpholine; Pd(PPh₃)4 / tetrahydrofuran / 2 h / 0 °C

With morpholine; triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0310232