tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate

Base Information

Chemical Name:tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate
CAS No.:857083-11-5
Molecular Formula:C₃₀H₃₇NO₆
Molecular Weight:507.627
Hs Code.:

Synonyms:tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate

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Chemical Property of tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate

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Technology Process of tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate

There total 4 articles about tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate 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:

: 857083-10-4
(3R,4S)-3-[(tert-butoxy)phenyl]pent-4-enoyl-4-phenyl-1,3-oxazolidin-2-one

: 49827-15-8
t-butyl iodoacetate

: 857083-11-5
tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate

Guidance literature:: (3R,4S)-3-[(tert-butoxy)phenyl]pent-4-enoyl-4-phenyl-1,3-oxazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

t-butyl iodoacetate; In tetrahydrofuran; at -78 - 20 ℃; for 1.5h;
DOI:10.1021/jm050059m

Reference yield:

: 857083-09-1
(4S)-3-{(2E)-3-[(tert-butoxy)phenyl]prop-2-enoyl}-4-phenyl-1,3-oxazolidin-2-one

: 857083-11-5
tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: PhSCu / diethyl ether; tetrahydrofuran / -40 °C

1.2: 41 percent / diethyl ether; tetrahydrofuran / 1.1 h / -40 °C

2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 288 mg / tetrahydrofuran / 1.5 h / -78 - 20 °C

With copper(I) thiophenolate; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jm050059m

Reference yield:

: 106-41-2
4-bromo-phenol

: 857083-11-5
tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / BF₃*Et₂O / CH₂Cl₂; cyclohexane / 16 h / 20 °C

2.1: 83 percent / tri-O-tolylphosphine; Pd(OAc)2; Et₃N / 12 h / Heating

3.1: PhSCu / diethyl ether; tetrahydrofuran / -40 °C

3.2: 41 percent / diethyl ether; tetrahydrofuran / 1.1 h / -40 °C

4.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

4.2: 288 mg / tetrahydrofuran / 1.5 h / -78 - 20 °C

With palladium diacetate; boron trifluoride diethyl etherate; copper(I) thiophenolate; triethylamine; tris-(o-tolyl)phosphine; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane;
DOI:10.1021/jm050059m