(12R,13S,E)-tert-butyl 12-benzyloxy-2,2,13,23,23-pentamethyl-9,15,21-trioxo-3,3-diphenyl-4,22-dioxa-20-aza-3-silatetracos-10-ene-16-carboxylate

Base Information

Chemical Name:(12R,13S,E)-tert-butyl 12-benzyloxy-2,2,13,23,23-pentamethyl-9,15,21-trioxo-3,3-diphenyl-4,22-dioxa-20-aza-3-silatetracos-10-ene-16-carboxylate
CAS No.:869385-07-9
Molecular Formula:C₄₉H₆₉NO₈Si
Molecular Weight:828.174
Hs Code.:

Synonyms:(12R,13S,E)-tert-butyl 12-benzyloxy-2,2,13,23,23-pentamethyl-9,15,21-trioxo-3,3-diphenyl-4,22-dioxa-20-aza-3-silatetracos-10-ene-16-carboxylate

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Chemical Property of (12R,13S,E)-tert-butyl 12-benzyloxy-2,2,13,23,23-pentamethyl-9,15,21-trioxo-3,3-diphenyl-4,22-dioxa-20-aza-3-silatetracos-10-ene-16-carboxylate

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Technology Process of (12R,13S,E)-tert-butyl 12-benzyloxy-2,2,13,23,23-pentamethyl-9,15,21-trioxo-3,3-diphenyl-4,22-dioxa-20-aza-3-silatetracos-10-ene-16-carboxylate

There total 15 articles about (12R,13S,E)-tert-butyl 12-benzyloxy-2,2,13,23,23-pentamethyl-9,15,21-trioxo-3,3-diphenyl-4,22-dioxa-20-aza-3-silatetracos-10-ene-16-carboxylate 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:

: (3S,4R)-4-Benzyloxy-3-methyl-5-oxo-pentanenitrile

: 869385-07-9
(12R,13S,E)-tert-butyl 12-benzyloxy-2,2,13,23,23-pentamethyl-9,15,21-trioxo-3,3-diphenyl-4,22-dioxa-20-aza-3-silatetracos-10-ene-16-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 7.1 g / NaH / tetrahydrofuran / 2 h / -78 - -20 °C

2.1: L-selectride / tetrahydrofuran / 1.5 h / -78 °C

3.1: 5.25 g / imidazole / dimethylformamide / 30 h / 20 °C

4.1: 83 percent / Dibal-H / CH₂Cl₂ / 1.5 h / -78 - -50 °C

5.1: LDA / tetrahydrofuran; hexane / 2 h / -78 - 0 °C

6.1: PPTS / ethanol / 2.5 h / 20 °C

6.2: 301 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 20 °C

With 1H-imidazole; pyridinium p-toluenesulfonate; L-Selectride; sodium hydride; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Horner-Wadsworth-Emmons reaction / 6.2: Dess-Martin oxidation;
DOI:10.1002/anie.200502296

Reference yield:

: 869385-16-0
(2S,3S,E)-3-(benzyloxy)-2-methyl-5-phenylpent-4-en-1-ol

: 869385-07-9
(12R,13S,E)-tert-butyl 12-benzyloxy-2,2,13,23,23-pentamethyl-9,15,21-trioxo-3,3-diphenyl-4,22-dioxa-20-aza-3-silatetracos-10-ene-16-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: Et₃N; DMAP / CH₂Cl₂ / 4 h / 20 °C

2.1: 4.23 g / dimethylsulfoxide / 24 h / 50 °C

3.1: O₃ / methanol; CH₂Cl₂ / -78 °C

3.2: Me₂S / methanol; CH₂Cl₂ / 3 h / 20 °C

4.1: 7.1 g / NaH / tetrahydrofuran / 2 h / -78 - -20 °C

5.1: L-selectride / tetrahydrofuran / 1.5 h / -78 °C

6.1: 5.25 g / imidazole / dimethylformamide / 30 h / 20 °C

7.1: 83 percent / Dibal-H / CH₂Cl₂ / 1.5 h / -78 - -50 °C

8.1: LDA / tetrahydrofuran; hexane / 2 h / -78 - 0 °C

9.1: PPTS / ethanol / 2.5 h / 20 °C

9.2: 301 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; pyridinium p-toluenesulfonate; L-Selectride; sodium hydride; diisobutylaluminium hydride; ozone; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 4.1: Horner-Wadsworth-Emmons reaction / 9.2: Dess-Martin oxidation;
DOI:10.1002/anie.200502296

Reference yield:

: (2R,4S,5S,E)-5-methyl-2-phenyl-4-styryl-1,3-dioxane

: 869385-07-9
(12R,13S,E)-tert-butyl 12-benzyloxy-2,2,13,23,23-pentamethyl-9,15,21-trioxo-3,3-diphenyl-4,22-dioxa-20-aza-3-silatetracos-10-ene-16-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 76 percent / Dibal-H / CH₂Cl₂ / 36 h / -78 - -35 °C

2.1: Et₃N; DMAP / CH₂Cl₂ / 4 h / 20 °C

3.1: 4.23 g / dimethylsulfoxide / 24 h / 50 °C

4.1: O₃ / methanol; CH₂Cl₂ / -78 °C

4.2: Me₂S / methanol; CH₂Cl₂ / 3 h / 20 °C

5.1: 7.1 g / NaH / tetrahydrofuran / 2 h / -78 - -20 °C

6.1: L-selectride / tetrahydrofuran / 1.5 h / -78 °C

7.1: 5.25 g / imidazole / dimethylformamide / 30 h / 20 °C

8.1: 83 percent / Dibal-H / CH₂Cl₂ / 1.5 h / -78 - -50 °C

9.1: LDA / tetrahydrofuran; hexane / 2 h / -78 - 0 °C

10.1: PPTS / ethanol / 2.5 h / 20 °C

10.2: 301 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; pyridinium p-toluenesulfonate; L-Selectride; sodium hydride; diisobutylaluminium hydride; ozone; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 5.1: Horner-Wadsworth-Emmons reaction / 10.2: Dess-Martin oxidation;
DOI:10.1002/anie.200502296