Benzoic acid, 3-[[dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-2-[[[(2R)-2-[[(4R)-4-hydroxy-1 -oxo-5-(triphenylmethoxy)pentyl]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-[[(4R)-4-hydroxy-1 -oxo-5-(triphenylmethoxy)pentyl]amino]-2-(3-methyl-1,2,4-oxadiazol-5-yl )ethyl]thio]methyl]-5-methoxy-6-methyl-, 2-propenyl ester
CAS No.:676347-37-8
Molecular Formula:C50H63N3O8SSi
Molecular Weight:894.217
Hs Code.:

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

There total 13 articles about Benzoic acid, 3-[[dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-2-[[[(2R)-2-[[(4R)-4-hydroxy-1 -oxo-5-(triphenylmethoxy)pentyl]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:

: 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

: 676347-37-8
allyl 3-[dimethyl(thexyl)silyloxy]-2-[(R)-2-((R)-4-hydroxy-5-trityloxy-pentanoylamino)-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-5-methoxy-6-methylbenzoate

Guidance literature:: Multi-step reaction with 5 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

4: aq. AcOH / 0.33 h / 60 °C

5: 8.5 g / pyridine / 21 h / 20 °C

With pyridine; potassium hydroxide; hydrogen; acetic acid; 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

: 676347-37-8
allyl 3-[dimethyl(thexyl)silyloxy]-2-[(R)-2-((R)-4-hydroxy-5-trityloxy-pentanoylamino)-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-5-methoxy-6-methylbenzoate

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

8.1: aq. AcOH / 0.33 h / 60 °C

9.1: 8.5 g / 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

: 676347-37-8
allyl 3-[dimethyl(thexyl)silyloxy]-2-[(R)-2-((R)-4-hydroxy-5-trityloxy-pentanoylamino)-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-5-methoxy-6-methylbenzoate

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

4: aq. AcOH / 0.33 h / 60 °C

5: 8.5 g / 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