(2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol

Base Information

Chemical Name:(2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol
CAS No.:188199-06-6
Molecular Formula:C₂₅H₃₈O₈
Molecular Weight:466.572
Hs Code.:

(2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol

Synonyms:(2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol

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Chemical Property of (2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol

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Technology Process of (2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol

There total 6 articles about (2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol 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: 68.0%

: 188199-04-4
Dimethyl-[(2R,3S,6S)-6-(2-methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-yloxy]-(1,1,2-trimethyl-propyl)-silane

: 188199-06-6
(2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: With tetra(tert-butyl)-ammonium fluoride; In tetrahydrofuran; for 1h;
DOI:10.1016/S0968-0896(96)00224-6

Reference yield:

: [2S,5α,6β]-1-(5,6-dihydro-6-hydroxymethyl-5-hydroxy-2H-pyran-2-yl)-2-methyl-cyclohex-2-ene

: 188199-06-6
(2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / pyridine, DMAP / CH₂Cl₂ / 2.5 h

2: imidazole, DMAP / dimethylformamide

3: 80 percent / aq. HCO₂H / diethyl ether / 0.5 h

4: pyridine / CH₂Cl₂ / 1.5 h / -15 °C

5: 1.) NaH, DMPU / 1.) THF, 0 deg C, 30 min, 2.) THF, 3 h

6: 68 percent / t-Bu₄NF / tetrahydrofuran / 1 h

With pyridine; 1H-imidazole; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; formic acid; sodium hydride; tetra(tert-butyl)-ammonium fluoride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(96)00224-6

Reference yield:

: 188199-01-1
[(2R,3S,6S)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-(2-methyl-cyclohex-2-enyl)-3,6-dihydro-2H-pyran-2-yl]-methanol

: 188199-06-6
(2R,3S,6S)-6-(2-Methyl-cyclohex-2-enyl)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxymethyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / 1.5 h / -15 °C

2: 1.) NaH, DMPU / 1.) THF, 0 deg C, 30 min, 2.) THF, 3 h

3: 68 percent / t-Bu₄NF / tetrahydrofuran / 1 h

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydride; tetra(tert-butyl)-ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0968-0896(96)00224-6