(2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran

Base Information

Chemical Name:(2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran
CAS No.:119840-66-3
Molecular Formula:C₂₉H₄₆O₈S
Molecular Weight:554.745
Hs Code.:

(2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran

Synonyms:(2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran

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Chemical Property of (2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran

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Technology Process of (2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran

There total 11 articles about (2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>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: 100.0%

: 116216-83-2
(2R,4aR,6R,8aS)-Octahydro-2-<(S)-1,2-dihydroxy-1-methylethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran

: 98-59-9
p-toluenesulfonyl chloride

: 119840-66-3
(2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran

Guidance literature:: With pyridine; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1021/jo00304a022

Reference yield:

: 116428-27-4
(2R,3S,6R)-2-(3-Hydroxypropyl)tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-3-<(trimethylsilyl)oxy>-2H-pyran

: 119840-66-3
(2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / pyridinium dichromate (PDC), NaOAc / CH₂Cl₂ / 0.5 h / Ambient temperature

2: CH₂Cl₂ / 3 h / Heating

3: 96 percent / DIBAH / hexane / 0.08 h / -78 °C

4: L-(+)-diisopropyl tartrate (L-(+)-DIPT), tert-butyl hydroperoxide, molecular sieves (4Angstroem) / CH₂Cl₂ / 1 h / -20 °C

5: tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 1 h / Ambient temperature

6: 65 percent / Ti(Oi-Pr)4 / toluene / 20 h / 50 °C

7: 100 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dipyridinium dichromate; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium acetate; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/jo00304a022

Reference yield:

: 116436-71-6
3-[(2R,3S,6R)-6-((S)-1-Methoxymethoxy-1,5-dimethyl-hex-4-enyl)-3-methyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-yl]-propionaldehyde

: 119840-66-3
(2R,4aR,6R,8aS)-Octahydro-2-<(S)-1-hydroxy-1-methyl-2-<(p-tolylsulfonyl)oxy>ethyl>-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-8a-methylpyrano<3,2-b>pyran

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂ / 3 h / Heating

2: 96 percent / DIBAH / hexane / 0.08 h / -78 °C

3: L-(+)-diisopropyl tartrate (L-(+)-DIPT), tert-butyl hydroperoxide, molecular sieves (4Angstroem) / CH₂Cl₂ / 1 h / -20 °C

4: tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 1 h / Ambient temperature

5: 65 percent / Ti(Oi-Pr)4 / toluene / 20 h / 50 °C

6: 100 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/jo00304a022