(4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-6-<(tetrahydro-2-pyranyl)oxy>-4-nonene-2,7-diyne

Base Information

Chemical Name:(4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-6-<(tetrahydro-2-pyranyl)oxy>-4-nonene-2,7-diyne
CAS No.:144950-48-1
Molecular Formula:C₄₆H₅₄O₄Si₂
Molecular Weight:727.103
Hs Code.:

Synonyms:(4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-6-<(tetrahydro-2-pyranyl)oxy>-4-nonene-2,7-diyne

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Chemical Property of (4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-6-<(tetrahydro-2-pyranyl)oxy>-4-nonene-2,7-diyne

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Technology Process of (4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-6-<(tetrahydro-2-pyranyl)oxy>-4-nonene-2,7-diyne

There total 6 articles about (4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-6-<(tetrahydro-2-pyranyl)oxy>-4-nonene-2,7-diyne 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: 100.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 144950-47-0
(4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-4-nonene-2,7-diyn-6-ol

: 144950-48-1
(4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-6-<(tetrahydro-2-pyranyl)oxy>-4-nonene-2,7-diyne

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1039/c39920001306

Reference yield:

: 88159-06-2
tert-butyl(diphenyl)(2-propynyloxy)silane

: 144950-48-1
(4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-6-<(tetrahydro-2-pyranyl)oxy>-4-nonene-2,7-diyne

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / Pd(Ph₃P)2Cl₂, Et₃N, CuI / tetrahydrofuran / 2 h / 25 °C

2: diisobutylaluminum hydride / toluene / 2.5 h / -78 - 0 °C

3: MnO₂ / CH₂Cl₂ / 1 h / 25 °C

4: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 1 h

5: 100 percent / 10-DL-camphorsulphonic acid / CH₂Cl₂ / 1 h / 25 °C

With manganese(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja00122a012

Reference yield:

: 144950-44-7
methyl (2Z)-6-<(tert-butyldiphenylsilyl)oxy>-2-hexen-4-yn-1-oate

: 144950-48-1
(4Z)-1,9-bis<(tert-butyldiphenylsilyl)oxy>-6-<(tetrahydro-2-pyranyl)oxy>-4-nonene-2,7-diyne

Guidance literature:: Multi-step reaction with 4 steps

1: diisobutylaluminum hydride / toluene / 2.5 h / -78 - 0 °C

2: MnO₂ / CH₂Cl₂ / 1 h / 25 °C

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 1 h

4: 100 percent / 10-DL-camphorsulphonic acid / CH₂Cl₂ / 1 h / 25 °C

With manganese(IV) oxide; n-butyllithium; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1021/ja00122a012