(2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-one

Base Information

Chemical Name:(2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-one
CAS No.:268737-89-9
Molecular Formula:C₁₈H₂₁NO₃S
Molecular Weight:331.436
Hs Code.:

Synonyms:(2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-one

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Chemical Property of (2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-one

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Technology Process of (2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-one

There total 1 articles about (2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-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: 80.0%

: 107-02-8,25068-14-8
acrolein

: 268737-88-8
4R-1-(4-benzyl-2-thiooxazolidin-3-yl)pent-4-en-1-one

: 268737-89-9
(2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-one

Guidance literature:: With titanium tetrachloride; N-ethyl-N,N-diisopropylamine;
DOI:10.1021/ol005614n

Reference yield: 97.0%

: 268737-89-9
(2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-one

: 268737-90-2
[4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone

Guidance literature:: catalytic ring-closing metathesis (RCM);
DOI:10.1021/ol005614n

Reference yield:

: 268737-89-9
(2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-one

: 136470-78-5,128131-83-9,136470-79-6
abacavir

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / catalytic ring-closing metathesis (RCM)

2.1: 78 percent / LiBH₄ / methanol

3.1: Et₃N

4.1: Et₃N; 4-DMAP

5.1: aq. HF / acetonitrile

6.1: Pd₂(dba)3; PPh₃; 1,2,2,6,6-pentamethylpiperidine (pempidine) / tetrahydrofuran; dimethylsulfoxide / 16 h / 45 °C

6.2: 60 percent / EtN(i-Pr)2 / butan-1-ol / 4 h / 80 °C

With 1,2,2,6,6-pentamethylpiperidine; dmap; lithium borohydride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; hydrogen fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dimethyl sulfoxide; acetonitrile; 1.1: Cyclization / 2.1: Reduction / 3.1: silylation / 4.1: Esterification / 5.1: desilylation / 6.1: Solid phase reaction / 6.2: Solid phase reaction;
DOI:10.1021/ol005614n