(2S,3S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3-methyl-3,6-dihydro-2H-pyran

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Chemical Name:(2S,3S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3-methyl-3,6-dihydro-2H-pyran
CAS No.:217640-08-9
Molecular Formula:C₂₇H₄₀O₄
Molecular Weight:428.612
Hs Code.:

Synonyms:(2S,3S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3-methyl-3,6-dihydro-2H-pyran

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Chemical Property of (2S,3S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3-methyl-3,6-dihydro-2H-pyran

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Technology Process of (2S,3S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3-methyl-3,6-dihydro-2H-pyran

There total 8 articles about (2S,3S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3-methyl-3,6-dihydro-2H-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: 59.0%

: 217640-00-1
(2R,3S)-6-Isopropoxy-3-methyl-3,6-dihydro-2H-pyran-2-carbaldehyde

: C₂₉H₅₂BrO₂P

: 217640-08-9
(2S,3S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3-methyl-3,6-dihydro-2H-pyran

Guidance literature:: With Lithium dimsyl; In toluene; at -78 - 5 ℃;
DOI:10.1016/S0040-4039(98)01809-7

Reference yield:

: 217640-04-5
(2R,3S)-1-Benzyloxy-3-methyl-pent-4-yn-2-ol

: 217640-08-9
(2S,3S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3-methyl-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) nBuLi, iPr₂NH / 1.) THF, -78 deg C; 2.) THF, -60 deg C

2: H₂, quinoline / Pd/BaSO₄ / ethanol

3: benzene / Heating

4: DIBAL-H / CH₂Cl₂ / -78 °C

5: PPTS / benzene

6: 89 percent / lithium di-tert-butylbiphenyl / tetrahydrofuran / -78 °C

7: 1.) (COCl)2; 2.) Et₃N / 1.) DMSO, CH₂Cl₂; 2.) -78 deg C

8: 59 percent / LiCH₂S(O)CH₃ / toluene / -78 - 5 °C

With quinoline; n-butyllithium; oxalyl dichloride; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Lithium dimsyl; lithium 4,4′-di-tert-butylbiphenylide; triethylamine; diisopropylamine; Pd-BaSO₄; In tetrahydrofuran; ethanol; dichloromethane; toluene; benzene;
DOI:10.1016/S0040-4039(98)01809-7

Reference yield:

: (4S,5R)-6-Benzyloxy-5-hydroxy-4-methyl-hex-2-ynoic acid

: 217640-08-9
(2S,3S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3-methyl-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 7 steps

1: H₂, quinoline / Pd/BaSO₄ / ethanol

2: benzene / Heating

3: DIBAL-H / CH₂Cl₂ / -78 °C

4: PPTS / benzene

5: 89 percent / lithium di-tert-butylbiphenyl / tetrahydrofuran / -78 °C

6: 1.) (COCl)2; 2.) Et₃N / 1.) DMSO, CH₂Cl₂; 2.) -78 deg C

7: 59 percent / LiCH₂S(O)CH₃ / toluene / -78 - 5 °C

With quinoline; oxalyl dichloride; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Lithium dimsyl; lithium 4,4′-di-tert-butylbiphenylide; triethylamine; Pd-BaSO₄; In tetrahydrofuran; ethanol; dichloromethane; toluene; benzene;
DOI:10.1016/S0040-4039(98)01809-7