(1'S,2'S,4S)-4-benzyl-3-{5-benzyloxymethyl-2'-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoyl}oxazolidin-2-one

Base Information

Chemical Name:(1'S,2'S,4S)-4-benzyl-3-{5-benzyloxymethyl-2'-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoyl}oxazolidin-2-one
CAS No.:347886-08-2
Molecular Formula:C₃₀H₃₉NO₇
Molecular Weight:525.642
Hs Code.:

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

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

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

There total 8 articles about (1'S,2'S,4S)-4-benzyl-3-{5-benzyloxymethyl-2'-[1'-(2-methoxyethoxymethoxy)ethyl]-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: 93.0%

: 3970-21-6
2-Methoxyethoxymethyl chloride

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

: 347886-08-2
(1'S,2'S,4S)-4-benzyl-3-{5-benzyloxymethyl-2'-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoyl}oxazolidin-2-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/ol0159165 DOI:10.1021/jo026399m

Reference yield:

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

: 347886-08-2
(1'S,2'S,4S)-4-benzyl-3-{5-benzyloxymethyl-2'-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoyl}oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 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

6.1: 93 percent / diisopropylethylamine / CH₂Cl₂ / 4 h / 20 °C

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

Reference yield:

: 113964-32-2
1-{[2-((chloromethyl)allyl)oxy]methyl}-4-methoxybenzene

: 347886-08-2
(1'S,2'S,4S)-4-benzyl-3-{5-benzyloxymethyl-2'-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoyl}oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / LiBr; Aliquat 336 / 2 h / 60 °C

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

2.2: 88 percent / CuCN / tetrahydrofuran / 20 °C

3.1: 97 percent / NaOH / methanol / 4 h / 20 °C

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

5.1: 13.90 g / 4-(dimethylamino)pyridine; triethylamine / tetrahydrofuran / 120 h / 20 °C

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

6.2: CH₂Cl₂ / -78 - 0 °C

6.3: 67 percent / aqueous hydrogen peroxide / methanol; CH₂Cl₂ / cooling

7.1: 93 percent / diisopropylethylamine / CH₂Cl₂ / 4 h / 20 °C

With dmap; sodium hydroxide; zinc copper; N,N-dimethyl acetamide; di-n-butylboryl trifluoromethanesulfonate; Aliquat 336; triethylamine; N-ethyl-N,N-diisopropylamine; lithium bromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo026399m