(1'S,2'S,4S)-4-benzyl-3-[5-benzyloxymethyl-2'-(1'-hydroxyethyl)-5-hexenoyl]oxazolidin-2-one

Base Information

Chemical Name:(1'S,2'S,4S)-4-benzyl-3-[5-benzyloxymethyl-2'-(1'-hydroxyethyl)-5-hexenoyl]oxazolidin-2-one
CAS No.:347886-06-0
Molecular Formula:C₂₆H₃₁NO₅
Molecular Weight:437.536
Hs Code.:

Synonyms:(1'S,2'S,4S)-4-benzyl-3-[5-benzyloxymethyl-2'-(1'-hydroxyethyl)-5-hexenoyl]oxazolidin-2-one

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Chemical Property of (1'S,2'S,4S)-4-benzyl-3-[5-benzyloxymethyl-2'-(1'-hydroxyethyl)-5-hexenoyl]oxazolidin-2-one

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Technology Process of (1'S,2'S,4S)-4-benzyl-3-[5-benzyloxymethyl-2'-(1'-hydroxyethyl)-5-hexenoyl]oxazolidin-2-one

There total 7 articles about (1'S,2'S,4S)-4-benzyl-3-[5-benzyloxymethyl-2'-(1'-hydroxyethyl)-5-hexenoyl]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: 67.0%

: 75-07-0,9002-91-9
acetaldehyde

: 347886-04-8
(S)-4-benzyl-3-(5-benzyloxymethyl-5-hexenoyl)oxazolidin-2-one

: 347886-06-0
(1'S,2'S,4S)-4-benzyl-3-[5-benzyloxymethyl-2'-(1'-hydroxyethyl)-5-hexenoyl]oxazolidin-2-one

Guidance literature:: (S)-4-benzyl-3-(5-benzyloxymethyl-5-hexenoyl)oxazolidin-2-one; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at 0 - 3 ℃;

acetaldehyde; In dichloromethane; at -78 - 0 ℃;

With dihydrogen peroxide; In methanol; dichloromethane; cooling;
DOI:10.1021/jo026399m

Reference yield:

: 347886-00-4
[2-(bromomethyl)prop-2-en-1-yloxy]methylbenzene

: 347886-06-0
(1'S,2'S,4S)-4-benzyl-3-[5-benzyloxymethyl-2'-(1'-hydroxyethyl)-5-hexenoyl]oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: Zn(Cu); N,N-dimethylacetamide / tetrahydrofuran / 3 h / 20 - 60 °C

1.2: 88 percent / CuCN / tetrahydrofuran / 20 °C

2.1: 97 percent / NaOH / methanol / 4 h / 20 °C

3.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

4.1: 13.90 g / 4-(dimethylamino)pyridine; triethylamine / tetrahydrofuran / 120 h / 20 °C

5.1: dibutylboron triflate; triethylamine / CH₂Cl₂ / 0 - 3 °C

5.2: CH₂Cl₂ / -78 - 0 °C

5.3: 67 percent / aqueous hydrogen peroxide / methanol; CH₂Cl₂ / cooling

With dmap; sodium hydroxide; zinc copper; N,N-dimethyl acetamide; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo026399m

Reference yield:

: 347886-20-8
5-benzyloxymethyl-hex-5-enoic acid

: 347886-06-0
(1'S,2'S,4S)-4-benzyl-3-[5-benzyloxymethyl-2'-(1'-hydroxyethyl)-5-hexenoyl]oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

2.1: 13.90 g / 4-(dimethylamino)pyridine; triethylamine / tetrahydrofuran / 120 h / 20 °C

3.1: dibutylboron triflate; triethylamine / CH₂Cl₂ / 0 - 3 °C

3.2: CH₂Cl₂ / -78 - 0 °C

3.3: 67 percent / aqueous hydrogen peroxide / methanol; CH₂Cl₂ / cooling

With dmap; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo026399m