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

Base Information

Chemical Name:Benzoic acid, 3-[[dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-2-[[[(2R)-2-[[(5R)-5-hydroxy-1 -oxo-6-(triphenylmethoxy)hexyl]amino]-2-(3-methyl-1,2,4-oxadiazol-5-yl) ethyl]thio]methyl]-5-methoxy-6-methyl-, 2-propenyl ester
CAS No.:676347-38-9
Molecular Formula:C51H65N3O8SSi
Molecular Weight:908.244
Hs Code.:

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

Synonyms:

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

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

There total 11 articles about Benzoic acid, 3-[[dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-2-[[[(2R)-2-[[(5R)-5-hydroxy-1 -oxo-6-(triphenylmethoxy)hexyl]amino]-2-(3-methyl-1,2,4-oxadiazol-5-yl) ethyl]thio]methyl]-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:

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

: 676347-38-9
3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-5-hydroxy-6-trityloxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid allyl ester

Guidance literature:: Multi-step reaction with 9 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

9.1: pyridine / 21 h / 20 °C

With pyridine; 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

: 676347-38-9
3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-5-hydroxy-6-trityloxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid allyl ester

Guidance literature:: Multi-step reaction with 5 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

5: pyridine / 21 h / 20 °C

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

Reference yield:

: 142560-61-0
(R)-4-(2,2-dimethyl-1,3-dioxolan-4-yl)butyric acid

: 676347-38-9
3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-5-hydroxy-6-trityloxy-hexanoylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: EDC / acetonitrile / 4 h / 0 °C

2: aq. AcOH / 0.33 h / 60 °C

3: pyridine / 21 h / 20 °C

With pyridine; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In acetonitrile;
DOI:10.1021/jm0310232