(1'R,2S)-5-benzyloxymethyl-2-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoic acid

Base Information

Chemical Name:(1'R,2S)-5-benzyloxymethyl-2-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoic acid
CAS No.:347886-09-3
Molecular Formula:C₂₀H₃₀O₆
Molecular Weight:366.455
Hs Code.:

Synonyms:(1'R,2S)-5-benzyloxymethyl-2-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoic acid

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Chemical Property of (1'R,2S)-5-benzyloxymethyl-2-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoic acid

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Technology Process of (1'R,2S)-5-benzyloxymethyl-2-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoic acid

There total 8 articles about (1'R,2S)-5-benzyloxymethyl-2-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoic acid 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: 83.0%

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

: 347886-09-3
(1'R,2S)-5-benzyloxymethyl-2-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; for 3h;
DOI:10.1021/jo026399m

Reference yield: 70.0%

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

: 347886-09-3
(1'R,2S)-5-benzyloxymethyl-2-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoic acid

: (S)-5-Benzyloxymethyl-2-[(R)-1-(2-methoxy-ethoxymethoxy)-ethyl]-hex-5-enoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 1h;
DOI:10.1021/ol0159165

Reference yield:

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

: 347886-09-3
(1'R,2S)-5-benzyloxymethyl-2-[1'-(2-methoxyethoxymethoxy)ethyl]-5-hexenoic acid

Guidance literature:: Multi-step reaction with 7 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

7.1: 83 percent / aqueous H₂O₂; LiOH*H₂O / tetrahydrofuran / 3 h

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