(S)-3-{(2R,5R)-2-[2-(tert-butyldiphenylsilyloxymethyl)allyl]-5-methylhept-6-enoyl}-4-isopropyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-{(2R,5R)-2-[2-(tert-butyldiphenylsilyloxymethyl)allyl]-5-methylhept-6-enoyl}-4-isopropyloxazolidin-2-one
CAS No.:913253-32-4
Molecular Formula:C₃₄H₄₇NO₄Si
Molecular Weight:561.837
Hs Code.:

Synonyms:(S)-3-{(2R,5R)-2-[2-(tert-butyldiphenylsilyloxymethyl)allyl]-5-methylhept-6-enoyl}-4-isopropyloxazolidin-2-one

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Chemical Property of (S)-3-{(2R,5R)-2-[2-(tert-butyldiphenylsilyloxymethyl)allyl]-5-methylhept-6-enoyl}-4-isopropyloxazolidin-2-one

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Technology Process of (S)-3-{(2R,5R)-2-[2-(tert-butyldiphenylsilyloxymethyl)allyl]-5-methylhept-6-enoyl}-4-isopropyloxazolidin-2-one

There total 10 articles about (S)-3-{(2R,5R)-2-[2-(tert-butyldiphenylsilyloxymethyl)allyl]-5-methylhept-6-enoyl}-4-isopropyloxazolidin-2-one 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: 90.0%

: 913253-30-2
(S)-4-isopropyl-3-[(R)-5-methylhept-6-enoyl]oxazolidin-2-one

: 913253-34-6
{[2-(bromomethyl)prop-2-en-1-yl]oxy}(tert-butyl)diphenylsilane

: 913253-32-4
(S)-3-{(2R,5R)-2-[2-(tert-butyldiphenylsilyloxymethyl)allyl]-5-methylhept-6-enoyl}-4-isopropyloxazolidin-2-one

Guidance literature:: (S)-4-isopropyl-3-[(R)-5-methylhept-6-enoyl]oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.666667h;

2-(tert-butyl-diphenylsilanyloxymethyl)prop-2-en1-yl bromide; In tetrahydrofuran; at -50 ℃; for 16h;
DOI:10.1002/ejoc.200600414

Reference yield:

: 913253-37-9
(R)-5-methylhept-6-enoyl chloride

: 913253-32-4
(S)-3-{(2R,5R)-2-[2-(tert-butyldiphenylsilyloxymethyl)allyl]-5-methylhept-6-enoyl}-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.17 h / -78 °C

1.2: 78 percent / hexane; tetrahydrofuran / 12 h / -78 - 20 °C

2.1: NaHMDS / tetrahydrofuran / 0.67 h / -78 °C

2.2: 90 percent / tetrahydrofuran / 16 h / -50 °C

With n-butyllithium; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1002/ejoc.200600414

Reference yield:

: 913253-36-8
(R)-5-methylhept-6-enoic acid

: 913253-32-4
(S)-3-{(2R,5R)-2-[2-(tert-butyldiphenylsilyloxymethyl)allyl]-5-methylhept-6-enoyl}-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / thionyl chloride / 1 h / Heating

2.1: n-BuLi / hexane; tetrahydrofuran / 0.17 h / -78 °C

2.2: 78 percent / hexane; tetrahydrofuran / 12 h / -78 - 20 °C

3.1: NaHMDS / tetrahydrofuran / 0.67 h / -78 °C

3.2: 90 percent / tetrahydrofuran / 16 h / -50 °C

With n-butyllithium; thionyl chloride; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1002/ejoc.200600414