(4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one

Base Information

Chemical Name:(4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one
CAS No.:142917-74-6
Molecular Formula:C₂₂H₂₄BrNO₃
Molecular Weight:430.341
Hs Code.:

Synonyms:(4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one

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Chemical Property of (4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one

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Technology Process of (4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one

There total 5 articles about (4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-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: 70.0%

: 75-44-5
phosgene

: (3S,4R)-1-(4-Bromo-benzyloxy)-4-((S)-1-phenyl-ethylamino)-hex-5-en-3-ol

: 142917-74-6
(4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one

Guidance literature:: With potassium hydroxide; In toluene; Ambient temperature;
DOI:10.1016/S0040-4039(00)92087-2

Reference yield:

: 2627-86-3
(S)-1-phenyl-ethylamine

: 142917-74-6
(4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / molecular sieves 4A / diethyl ether

2: 1) BF₃*Et₂O / 1) Et₂O, -78 deg C

3: 60 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

4: 70 percent / KOH / toluene / Ambient temperature

With potassium hydroxide; lithium aluminium tetrahydride; 4 A molecular sieve; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1016/S0040-4039(00)92087-2

Reference yield:

: 142917-72-4
{(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine

: 142917-74-6
(4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

2: 70 percent / KOH / toluene / Ambient temperature

With potassium hydroxide; lithium aluminium tetrahydride; In tetrahydrofuran; toluene;
DOI:10.1016/S0040-4039(00)92087-2