ethyl (5R,6Z,8S)-8-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxydodec-6-en-2-ynoate

Base Information

Chemical Name:ethyl (5R,6Z,8S)-8-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxydodec-6-en-2-ynoate
CAS No.:1401904-92-4
Molecular Formula:C₃₀H₄₀O₄Si
Molecular Weight:492.731
Hs Code.:

Synonyms:ethyl (5R,6Z,8S)-8-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxydodec-6-en-2-ynoate

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Chemical Property of ethyl (5R,6Z,8S)-8-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxydodec-6-en-2-ynoate

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Technology Process of ethyl (5R,6Z,8S)-8-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxydodec-6-en-2-ynoate

There total 9 articles about ethyl (5R,6Z,8S)-8-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxydodec-6-en-2-ynoate 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: 79.0%

: 1401904-89-9
(tert-butyl){[(1S,2Z)-1-butyl-3-[(2S)-oxiran-2-yl]prop-2-en-1-yl]oxy}diphenylsilane

: 623-47-2
propynoic acid ethyl ester

: 1401904-92-4
ethyl (5R,6Z,8S)-8-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxydodec-6-en-2-ynoate

Guidance literature:: propynoic acid ethyl ester; With n-butyllithium; In tetrahydrofuran; hexane; for 0.25h;

With boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; for 0.25h;

(tert-butyl){[(1S,2Z)-1-butyl-3-[(2S)-oxiran-2-yl]prop-2-en-1-yl]oxy}diphenylsilane; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
DOI:10.1002/hlca.201200078

Reference yield:

: 1329675-12-8
(2S,4Z)-4-{[(tert-butyl)diphenylsilyl]oxy}oct-2-enal

: 1401904-92-4
ethyl (5R,6Z,8S)-8-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxydodec-6-en-2-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydroxide / dichloromethane; water

2.1: (S,S)-(salen)Co(III)(AcO) / 0.08 h / 0 °C

2.2: 72 h / 20 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.25 h

3.2: 0.25 h

3.3: 0.5 h / -78 °C

With n-butyllithium; (S,S)-(salen)Co(III)(AcO); tetra-(n-butyl)ammonium iodide; sodium hydroxide; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1002/hlca.201200078

Reference yield:

: 1401904-87-7
(tert-butyl){[(1S,2Z)-1-butyl-3-(oxiran-2-yl)prop-2-en-1-yl]oxy}diphenylsilane

: 1401904-92-4
ethyl (5R,6Z,8S)-8-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxydodec-6-en-2-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (S,S)-(salen)Co(III)(AcO) / 0.08 h / 0 °C

1.2: 72 h / 20 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.25 h

2.2: 0.25 h

2.3: 0.5 h / -78 °C

With n-butyllithium; (S,S)-(salen)Co(III)(AcO); In tetrahydrofuran; hexane;
DOI:10.1002/hlca.201200078