(2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran

Base Information

Chemical Name:(2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran
CAS No.:909554-62-7
Molecular Formula:C₂₂H₃₄O₅
Molecular Weight:378.509
Hs Code.:

Synonyms:(2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran

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Chemical Property of (2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran

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Technology Process of (2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran

There total 16 articles about (2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran 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:

: 909554-73-0
2-{(E)-3-[(2R,6S)-6-((S)-4-Benzyloxy-3-methyl-butyl)-tetrahydro-pyran-2-yl]-propenyl}-6-methoxy-benzoic acid methyl ester

: 909554-62-7
(2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran

Guidance literature:: With hydrogen; palladium dihydroxide; In tetrahydrofuran;
DOI:10.1002/ejoc.200600106

Reference yield:

: 909554-66-1
(R)-7-(2-Methyl-[1,3]dioxolan-2-yl)-hept-1-en-4-ol

: 909554-62-7
(2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2: 87 percent / pTosOH / acetone; H₂O / Heating

3: 94 percent / chlorotrimethylsilane / 0.5 h / 0 °C

4: LDA; HMPT / tetrahydrofuran / 4 h / -78 - 20 °C

5: 2.68 g / Amberlyst 15 / acetone / 1 h

6: 93 percent / BF₃*Et₂O; HSiEt₃ / acetonitrile / -35 - 20 °C

7: 86 percent / O₃; PPh₃ / CH₂Cl₂ / -78 - 20 °C

8: LiHMDS / tetrahydrofuran / -78 - 20 °C

9: H₂ / Pd(OH)2/C / tetrahydrofuran

With 2,6-dimethylpyridine; triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; Amberlyst 15; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; ozone; triphenylphosphine; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; 8: Wittig reaction;
DOI:10.1002/ejoc.200600106

Reference yield:

: 909554-52-5
(R)-6-Triisopropylsilanyloxy-non-8-en-2-one

: 909554-62-7
(2S,6S,3'S)-2-(4-hydroxy-3-methylbutyl)-6-[3-(3-methyoxy-2-methoxycarbonylphenyl)propyl]tetrahydropyran

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / chlorotrimethylsilane / 0.5 h / 0 °C

2: LDA; HMPT / tetrahydrofuran / 4 h / -78 - 20 °C

3: 2.68 g / Amberlyst 15 / acetone / 1 h

4: 93 percent / BF₃*Et₂O; HSiEt₃ / acetonitrile / -35 - 20 °C

5: 86 percent / O₃; PPh₃ / CH₂Cl₂ / -78 - 20 °C

6: LiHMDS / tetrahydrofuran / -78 - 20 °C

7: H₂ / Pd(OH)2/C / tetrahydrofuran

With triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; Amberlyst 15; boron trifluoride diethyl etherate; hydrogen; ozone; triphenylphosphine; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; 6: Wittig reaction;
DOI:10.1002/ejoc.200600106