(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid L-(-)-α-methylbenzylammonium salt

Base Information

Chemical Name:(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid L-(-)-α-methylbenzylammonium salt
CAS No.:457653-91-7
Molecular Formula:C₈H₁₁N*C₂₀H₂₂O₄
Molecular Weight:447.574
Hs Code.:

Synonyms:(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid L-(-)-α-methylbenzylammonium salt

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Chemical Property of (2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid L-(-)-α-methylbenzylammonium salt

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Technology Process of (2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid L-(-)-α-methylbenzylammonium salt

There total 5 articles about (2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid L-(-)-α-methylbenzylammonium salt 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: 62.0%

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

: (±)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid

: 457653-91-7
(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid L-(-)-α-methylbenzylammonium salt

Guidance literature:: In ethyl acetate; Reflux;
DOI:10.1021/op025536e

Reference yield:

: 91142-50-6
4-benzyloxy-2-butyn-1-ol

: 457653-91-7
(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid L-(-)-α-methylbenzylammonium salt

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; tetrahydrofuran / 1 h / 0 °C

2.1: dmap; dicyclohexyl-carbodiimide / toluene; N,N-dimethyl-formamide / 23 - 27 °C

3.1: lithium hexamethyldisilazane; chloro-trimethyl-silane / tetrahydrofuran; hexane / 0.72 h / -78 °C

3.2: 2.5 h / -78 - 20 °C

4.1: ethyl acetate / Reflux

With dmap; chloro-trimethyl-silane; dicyclohexyl-carbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; ethyl acetate; N,N-dimethyl-formamide; toluene; 3.1: |Claisen-Ireland Rearrangement / 3.2: |Claisen-Ireland Rearrangement;
DOI:10.1021/op025536e

Reference yield:

: 4039-82-1
Benzyl propargyl ether

: 457653-91-7
(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid L-(-)-α-methylbenzylammonium salt

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-hexyllithium / tetrahydrofuran; hexane / 3 h / -78 °C

1.2: 18 h / -78 - 23 °C

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; tetrahydrofuran / 1 h / 0 °C

3.1: dmap; dicyclohexyl-carbodiimide / toluene; N,N-dimethyl-formamide / 23 - 27 °C

4.1: lithium hexamethyldisilazane; chloro-trimethyl-silane / tetrahydrofuran; hexane / 0.72 h / -78 °C

4.2: 2.5 h / -78 - 20 °C

5.1: ethyl acetate / Reflux

With dmap; chloro-trimethyl-silane; n-hexyllithium; dicyclohexyl-carbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; ethyl acetate; N,N-dimethyl-formamide; toluene; 4.1: |Claisen-Ireland Rearrangement / 4.2: |Claisen-Ireland Rearrangement;
DOI:10.1021/op025536e