(2R,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)-6H-pyran-3-one

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Chemical Name:(2R,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)-6H-pyran-3-one
CAS No.:188199-08-8
Molecular Formula:C₂₅H₃₆O₈
Molecular Weight:464.556
Hs Code.:

(2R,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)-6H-pyran-3-one

Synonyms:(2R,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)-6H-pyran-3-one

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Chemical Property of (2R,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)-6H-pyran-3-one

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Technology Process of (2R,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)-6H-pyran-3-one

There total 5 articles about (2R,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)-6H-pyran-3-one 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: 72.0%

: 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

: 188199-08-8
(2R,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)-6H-pyran-3-one

Guidance literature:: With dipyridinium dichromate; 4 Angstroem MS; In dichloromethane; 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

: 188199-08-8
(2R,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)-6H-pyran-3-one

Guidance literature:: Multi-step reaction with 7 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

7: 72 percent / PDC, 4 Angstroem MS / CH₂Cl₂ / 1 h

With pyridine; 1H-imidazole; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; dipyridinium dichromate; formic acid; 4 Angstroem MS; 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:

: 188199-02-2
Trifluoro-methanesulfonic acid (2R,3S,6S)-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-(2-methyl-cyclohex-2-enyl)-3,6-dihydro-2H-pyran-2-ylmethyl ester

: 188199-08-8
(2R,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)-6H-pyran-3-one

Guidance literature:: Multi-step reaction with 3 steps

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

2: 68 percent / t-Bu₄NF / tetrahydrofuran / 1 h

3: 72 percent / PDC, 4 Angstroem MS / CH₂Cl₂ / 1 h

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