(S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentan-1-ol

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Chemical Name:(S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentan-1-ol
CAS No.:439867-55-7
Molecular Formula:C₂₄H₃₄O₄
Molecular Weight:386.532
Hs Code.:

Synonyms:(S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentan-1-ol

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Chemical Property of (S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentan-1-ol

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Technology Process of (S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentan-1-ol

There total 9 articles about (S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentan-1-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: 78.0%

: 439867-67-1
(S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentanal

: 439867-55-7
(S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentan-1-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride;
DOI:10.1021/ja026269v

Reference yield:

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

: 439867-55-7
(S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentan-1-ol

Guidance literature:: Multi-step reaction with 9 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

7.1: m-CPBA; HClO₄; NaIO₄

8.1: 78 percent / NaBH₄; CeCl₃

With sodium tetrahydroborate; sodium periodate; Grubbs catalyst first generation; lithium borohydride; perchloric acid; cerium(III) chloride; oxalyl dichloride; sodium hexamethyldisilazane; pivaloyl chloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 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

: 439867-55-7
(S)-5-{(2R,6R)-6-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-3,6-dihydro-2H-pyran-2-yl}-4-methyl-2-methylene-pentan-1-ol

Guidance literature:: Multi-step reaction with 8 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

6.1: m-CPBA; HClO₄; NaIO₄

7.1: 78 percent / NaBH₄; CeCl₃

With sodium tetrahydroborate; sodium periodate; Grubbs catalyst first generation; lithium borohydride; perchloric acid; cerium(III) chloride; oxalyl dichloride; sodium hexamethyldisilazane; pivaloyl chloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 4.1: Swern oxidation;
DOI:10.1021/ja026269v