(S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one
CAS No.:126788-83-8
Molecular Formula:C₄₁H₇₁NO₇Si₂
Molecular Weight:746.188
Hs Code.:

(S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one

Synonyms:(S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one

There total 13 articles about (S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one 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: 84.0%

: 126788-82-7
(S)-4-Benzyl-3-[(E)-(2S,3R,4R,5S)-2-chloro-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one

: 126788-83-8
(S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; at 20 ℃; Irradiation;
DOI:10.1021/ja00164a023

Reference yield:

: 4771-80-6
1,2,5,6-tetrahydrobenzoic acid

: 126788-83-8
(S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 13 steps

1: m-CPBA / CH₂Cl₂ / 0 °C

2: chlorobenzene / 130 °C

3: 2,6-lutidine / CH₂Cl₂ / 0 °C

4: Al(CH₃)3 / toluene / 20 °C

5: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 20 °C

6: DIBAL / tetrahydrofuran / -78 °C

8: 1.) Et₃N, n-Bu₂BOTf / 1.) -70 deg C, 2.) -50 deg C

9: 1.) Al(CH₃)3 / 1.) CH₂Cl₂, 0 deg C, 2.) -10 deg C to 20 deg C

10: 2,6-lutidine / CH₂Cl₂ / 0 °C

11: 86 percent / DIBAL / tetrahydrofuran / -78 °C

12: 1.) Et₃N, n-Bu₂BOTf / 1.) -70 deg C, 2.) -50 deg C

13: 84 percent / Zn, CH₃COOH / tetrahydrofuran / 20 °C / Irradiation

With 2,6-dimethylpyridine; 2,6-di-tert-butyl-4-methylpyridine; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; dichloromethane; chlorobenzene; toluene;
DOI:10.1021/ja00164a023

Reference yield:

: 88255-83-8,116498-92-1,126873-60-7
3,4-Dihydroxycyclohexanecarboxylic acid-γ-lactone

: 126788-83-8
(S)-4-Benzyl-3-[(E)-(3S,4R,5S)-3-hydroxy-7-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-4,6-dimethyl-5-triethylsilanyloxy-hept-6-enoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: Al(CH₃)3 / toluene / 20 °C

3: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 20 °C

4: DIBAL / tetrahydrofuran / -78 °C

6: 1.) Et₃N, n-Bu₂BOTf / 1.) -70 deg C, 2.) -50 deg C

7: 1.) Al(CH₃)3 / 1.) CH₂Cl₂, 0 deg C, 2.) -10 deg C to 20 deg C

8: 2,6-lutidine / CH₂Cl₂ / 0 °C

9: 86 percent / DIBAL / tetrahydrofuran / -78 °C

10: 1.) Et₃N, n-Bu₂BOTf / 1.) -70 deg C, 2.) -50 deg C

11: 84 percent / Zn, CH₃COOH / tetrahydrofuran / 20 °C / Irradiation

With 2,6-dimethylpyridine; 2,6-di-tert-butyl-4-methylpyridine; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja00164a023