(S)-2-[(1E,6E)-(3S,4R)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-methyl-3,6-dihydro-2H-pyran

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Chemical Name:(S)-2-[(1E,6E)-(3S,4R)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-methyl-3,6-dihydro-2H-pyran
CAS No.:439867-73-9
Molecular Formula:C₃₄H₅₈O₅Si₂
Molecular Weight:603.003
Hs Code.:

Synonyms:(S)-2-[(1E,6E)-(3S,4R)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-methyl-3,6-dihydro-2H-pyran

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Chemical Property of (S)-2-[(1E,6E)-(3S,4R)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-methyl-3,6-dihydro-2H-pyran

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Technology Process of (S)-2-[(1E,6E)-(3S,4R)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-methyl-3,6-dihydro-2H-pyran

There total 12 articles about (S)-2-[(1E,6E)-(3S,4R)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-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: 94.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 439867-61-5
(1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol

: 439867-73-9
(S)-2-[(1E,6E)-(3S,4R)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-methyl-3,6-dihydro-2H-pyran

Guidance literature:: With 2,6-dimethylpyridine;
DOI:10.1021/ja026269v

Reference yield:

: 200628-56-4
(E)-tert-butyl((4-iodobut-2-en-1-yl)oxy)dimethylsilane

: 439867-73-9
(S)-2-[(1E,6E)-(3S,4R)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-methyl-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / NaN(SiMe₃)2 / tetrahydrofuran / -40 °C

2: 96 percent / LiOH; H₂O₂ / tetrahydrofuran

3: 85 percent / DCC

4: 93 percent / NaH

5: 77 percent / Zn(BH₄)2

6: 94 percent / 2,6-lutidine

With 2,6-dimethylpyridine; lithium hydroxide; zinc(II) tetrahydroborate; dihydrogen peroxide; sodium hexamethyldisilazane; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran;
DOI:10.1021/ja026269v

Reference yield:

: 289472-96-4
(2S)-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-methanol

: 439867-73-9
(S)-2-[(1E,6E)-(3S,4R)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-methyl-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

2: 93 percent / NaH

3: 77 percent / Zn(BH₄)2

4: 94 percent / 2,6-lutidine

With 2,6-dimethylpyridine; zinc(II) tetrahydroborate; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation;
DOI:10.1021/ja026269v