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

Base Information

Chemical Name:{(2R,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-tetrahydro-pyran-2-yl}-methanol
CAS No.:914983-48-5
Molecular Formula:C₃₅H₅₆O₄Si₂
Molecular Weight:596.998
Hs Code.:

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

Synonyms:{(2R,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-tetrahydro-pyran-2-yl}-methanol

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

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

There total 8 articles about {(2R,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-tetrahydro-pyran-2-yl}-methanol 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:

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

: 914983-48-5
{(2R,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: With hydrogen; palladium on activated charcoal; In hexane; at 20 ℃; for 1h;
DOI:10.1016/j.tetlet.2006.08.055

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

: 914983-48-5
{(2R,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 8 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

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

: 914983-48-5
{(2R,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1R,2R)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 6 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

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