acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester

Base Information

Chemical Name:acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester
CAS No.:617715-02-3
Molecular Formula:C₅₁H₇₄O₈Si
Molecular Weight:843.229
Hs Code.:

acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester

Synonyms:acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester

Suppliers and Price of acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester

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Chemical Property of acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester

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Technology Process of acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester

There total 11 articles about acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl 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: 97.0%

: 108-24-7
acetic anhydride

: 617715-01-2
(E)-(R)-1-[(2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-5-methyltetrahydropyran-2-yl]-6-methylhept-3-en-2-ol

: 617715-02-3
acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester

Guidance literature:: With pyridine; dmap; In dichloromethane;
DOI:10.1002/anie.200351817

Reference yield:

: 617714-99-5
2-[(2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-5-methyltetrahydropyran-2-yl]acetaldehyde

: 617715-02-3
acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Cp₂Zr(H)Cl / CH₂Cl₂ / 20 °C

1.2: dimethylzinc / CH₂Cl₂ / -78 °C

1.3: 87 percent / CH₂Cl₂ / 1 h / -78 - 0 °C

2.1: 75 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂

3.1: (S)-2-methyloxazaborolidine; borane-tetrahydrofuran complex / -10 °C

4.1: 97 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂

With pyridine; dmap; Schwartz's reagent; borane-THF; (R)-2-methyl-oxazaborolidine; sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; 2.1: Dess-Martin oxidation / 3.1: Corey-Bakshi-Shibata borohydride reduction;
DOI:10.1002/anie.200351817

Reference yield:

: 617715-14-7
2-[(2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxypropyl)-5-methyltetrahydropyran-2-yl]-ethanol

: 617715-02-3
acetic acid (R,E)-1-((2S,5S,6R)-6-((S)-3-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxypropyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂

2.1: Cp₂Zr(H)Cl / CH₂Cl₂ / 20 °C

2.2: dimethylzinc / CH₂Cl₂ / -78 °C

2.3: 87 percent / CH₂Cl₂ / 1 h / -78 - 0 °C

3.1: 75 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂

4.1: (S)-2-methyloxazaborolidine; borane-tetrahydrofuran complex / -10 °C

5.1: 97 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂

With pyridine; dmap; Schwartz's reagent; borane-THF; (R)-2-methyl-oxazaborolidine; sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; 1.1: Dess-Martin oxidation / 3.1: Dess-Martin oxidation / 4.1: Corey-Bakshi-Shibata borohydride reduction;
DOI:10.1002/anie.200351817