(2R,6R)-2-((S)-2,6-Dimethyl-hept-5-enyl)-6-[(Z)-4-(4-methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran

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Chemical Name:(2R,6R)-2-((S)-2,6-Dimethyl-hept-5-enyl)-6-[(Z)-4-(4-methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran
CAS No.:439867-54-6
Molecular Formula:C₂₆H₃₈O₃
Molecular Weight:398.586
Hs Code.:

Synonyms:(2R,6R)-2-((S)-2,6-Dimethyl-hept-5-enyl)-6-[(Z)-4-(4-methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran

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Chemical Property of (2R,6R)-2-((S)-2,6-Dimethyl-hept-5-enyl)-6-[(Z)-4-(4-methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran

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Technology Process of (2R,6R)-2-((S)-2,6-Dimethyl-hept-5-enyl)-6-[(Z)-4-(4-methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran

There total 6 articles about (2R,6R)-2-((S)-2,6-Dimethyl-hept-5-enyl)-6-[(Z)-4-(4-methoxy-benzyloxy)-but-2-enyl]-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: 85.0%

: 439867-53-5
1-[(Z)-(R)-5-((1S,3S)-1-Allyl-3,7-dimethyl-oct-6-enyloxy)-hepta-2,6-dienyloxymethyl]-4-methoxy-benzene

: 439867-54-6
(2R,6R)-2-((S)-2,6-Dimethyl-hept-5-enyl)-6-[(Z)-4-(4-methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 40 ℃;
DOI:10.1021/ja026269v

Reference yield:

: 170807-72-4
6,10-dimethyl-undeca-1,9-dien-4-ol

: 439867-54-6
(2R,6R)-2-((S)-2,6-Dimethyl-hept-5-enyl)-6-[(Z)-4-(4-methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / tetrahydrofuran

2.1: Me₃CCOCl; Et₃N / tetrahydrofuran / -78 - 0 °C

2.2: 89 percent / tetrahydrofuran

3.1: 86 percent / NaN(SiMe₃)2 / tetrahydrofuran / -78 - -45 °C

4.1: LiBH₄ / methanol; diethyl ether / 0 °C

5.1: (COCl)2; DMSO; Et₃N

6.1: 85 percent / (Cy₃P)Cl₂Ru=CHPh / CH₂Cl₂ / 40 °C

With Grubbs catalyst first generation; lithium borohydride; oxalyl dichloride; sodium hexamethyldisilazane; pivaloyl chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 5.1: Swern oxidation;
DOI:10.1021/ja026269v

Reference yield:

: 439867-65-9
((1S,3S)-1-Allyl-3,7-dimethyl-oct-6-enyloxy)-acetic acid

: 439867-54-6
(2R,6R)-2-((S)-2,6-Dimethyl-hept-5-enyl)-6-[(Z)-4-(4-methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 5 steps

1.1: Me₃CCOCl; Et₃N / tetrahydrofuran / -78 - 0 °C

1.2: 89 percent / tetrahydrofuran

2.1: 86 percent / NaN(SiMe₃)2 / tetrahydrofuran / -78 - -45 °C

3.1: LiBH₄ / methanol; diethyl ether / 0 °C

4.1: (COCl)2; DMSO; Et₃N

5.1: 85 percent / (Cy₃P)Cl₂Ru=CHPh / CH₂Cl₂ / 40 °C

With Grubbs catalyst first generation; lithium borohydride; oxalyl dichloride; sodium hexamethyldisilazane; pivaloyl chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 4.1: Swern oxidation;
DOI:10.1021/ja026269v