Benzoic acid, 3-[[dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-2-[[[(2R)-2-[(5-hydroxy-1-oxo pentyl)amino]-3-methoxy-3-oxopropyl]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-[(5-hydroxy-1-oxo pentyl)amino]-3-methoxy-3-oxopropyl]thio]methyl]-5-methoxy-6-methyl-, 2-propenyl ester
CAS No.:676347-23-2
Molecular Formula:C₃₀H₄₉NO₈SSi
Molecular Weight:611.872
Hs Code.:

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

There total 12 articles about Benzoic acid, 3-[[dimethyl(1,1,2-trimethylpropyl)silyl]oxy]-2-[[[(2R)-2-[(5-hydroxy-1-oxo pentyl)amino]-3-methoxy-3-oxopropyl]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:

: 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-methoxy-2-[(R)-2-methoxycarbonyl-2-(5-trityloxy-pentanoylamino)-ethylsulfanylmethyl]-6-methyl-benzoic acid allyl ester

: 676347-23-2
allyl (R)-3-[dimethyl(thexyl)silyloxy]-2-[2-(5-hydroxypentanoylamino)-2-(methoxycarbonyl)ethylsulfanylmethyl]-5-methoxy-6-methylbenzoate

Guidance literature:: With methanol; toluene-4-sulfonic acid; at 20 ℃; for 3h;
DOI:10.1021/jm0310232

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 676347-23-2
allyl (R)-3-[dimethyl(thexyl)silyloxy]-2-[2-(5-hydroxypentanoylamino)-2-(methoxycarbonyl)ethylsulfanylmethyl]-5-methoxy-6-methylbenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 47 percent / pyridine / 16.5 h / 0 - 20 °C

2: 75 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 1.33 h / -70 - 10 °C

3: 78 percent / aq. KMnO₄ / acetone / 2 h / 20 °C

4: EDC / acetonitrile / 8 h / 0 °C

5: 79.2 g / pTsOH*H₂O; MeOH / 3 h / 20 °C

With pyridine; methanol; potassium permanganate; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; acetone; acetonitrile;
DOI:10.1021/jm0310232

Reference yield:

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

: 676347-23-2
allyl (R)-3-[dimethyl(thexyl)silyloxy]-2-[2-(5-hydroxypentanoylamino)-2-(methoxycarbonyl)ethylsulfanylmethyl]-5-methoxy-6-methylbenzoate

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: 66 percent / TFA; Et₃SiH / 0.5 h / 0 °C

7.1: EDC / acetonitrile / 8 h / 0 °C

8.1: 79.2 g / pTsOH*H₂O; MeOH / 3 h / 20 °C

With methanol; triethylsilane; potassium hydroxide; boron trichloride; toluene-4-sulfonic 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