(2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-2-vinyl-tetrahydro-pyran

Base Information

Chemical Name:(2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-2-vinyl-tetrahydro-pyran
CAS No.:914983-49-6
Molecular Formula:C₃₆H₅₆O₃Si₂
Molecular Weight:593.01
Hs Code.:

(2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-2-vinyl-tetrahydro-pyran

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Chemical Property of (2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-2-vinyl-tetrahydro-pyran

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Technology Process of (2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-2-vinyl-tetrahydro-pyran

There total 10 articles about (2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-2-vinyl-tetrahydro-pyran 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:

: 884338-30-1
(S)-1-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-pent-3-yn-2-ol

: 914983-49-6
(2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-2-vinyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 10 steps

1: Ph₃P; DEAD / tetrahydrofuran / 0.5 h / 0 - 20 °C

2: K₂CO₃ / methanol / 0.5 h / 20 °C

3: 82 percent / Red-Al / diethyl ether / 3 h / 0 - 20 °C

4: 96 percent / Et₂Zn / CH₂Cl₂ / 4 h / -20 - 0 °C

5: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.33 h / 0 - 20 °C

6: Zn(BH₄)2 / tetrahydrofuran / 8 h / 0 °C

7: Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 - 20 °C

8: H₂ / Pd/C / hexane / 1 h / 20 °C

9: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.33 h / 0 - 20 °C

10: diethyl ether / 1 h / 0 - 20 °C

With dmap; zinc(II) tetrahydroborate; hydrogen; diethylzinc; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2006.08.055

Reference yield:

: 914983-44-1
(R)-1-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-pent-3-yn-2-ol

: 914983-49-6
(2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-2-vinyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / Red-Al / diethyl ether / 3 h / 0 - 20 °C

2: 96 percent / Et₂Zn / CH₂Cl₂ / 4 h / -20 - 0 °C

3: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.33 h / 0 - 20 °C

4: Zn(BH₄)2 / tetrahydrofuran / 8 h / 0 °C

5: Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 - 20 °C

6: H₂ / Pd/C / hexane / 1 h / 20 °C

7: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.33 h / 0 - 20 °C

8: diethyl ether / 1 h / 0 - 20 °C

With dmap; zinc(II) tetrahydroborate; hydrogen; diethylzinc; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1016/j.tetlet.2006.08.055

Reference yield:

: 914983-45-2
(E)-(R)-1-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-pent-3-en-2-ol

: 914983-49-6
(2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-2-vinyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / Et₂Zn / CH₂Cl₂ / 4 h / -20 - 0 °C

2: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.33 h / 0 - 20 °C

3: Zn(BH₄)2 / tetrahydrofuran / 8 h / 0 °C

4: Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 - 20 °C

5: H₂ / Pd/C / hexane / 1 h / 20 °C

6: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.33 h / 0 - 20 °C

7: diethyl ether / 1 h / 0 - 20 °C

With dmap; zinc(II) tetrahydroborate; hydrogen; diethylzinc; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1016/j.tetlet.2006.08.055