(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid (S)-2,2-dimethyl-1-(methylcarbamoyl)propylamide

Base Information

Chemical Name:(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid (S)-2,2-dimethyl-1-(methylcarbamoyl)propylamide
CAS No.:439112-50-2
Molecular Formula:C₂₇H₃₆N₂O₄
Molecular Weight:452.594
Hs Code.:

Synonyms:(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid (S)-2,2-dimethyl-1-(methylcarbamoyl)propylamide

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Chemical Property of (2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid (S)-2,2-dimethyl-1-(methylcarbamoyl)propylamide

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Technology Process of (2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid (S)-2,2-dimethyl-1-(methylcarbamoyl)propylamide

There total 7 articles about (2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid (S)-2,2-dimethyl-1-(methylcarbamoyl)propylamide 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: 98.0%

: 89226-12-0
(S)-2-amino-N,3,3-trimethylbutanamide

: 439112-49-9
(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid

: 439112-50-2
(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid (S)-2,2-dimethyl-1-(methylcarbamoyl)propylamide

Guidance literature:: (2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid; With Vilsmeier reagent; In tetrahydrofuran; at 0 ℃; for 1h;

(S)-2-amino-N,3,3-trimethylbutanamide; With 4-methyl-morpholine; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 23 ℃; for 2.66667h;
DOI:10.1021/op025536e

Reference yield: 93.0%

: (S)-2-amino-3,3,N-trimethylbutyramide hydrochloride

: 439112-49-9
(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid

: 439112-50-2
(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid (S)-2,2-dimethyl-1-(methylcarbamoyl)propylamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/jm0110993

Reference yield:

: 80885-30-9,81028-03-7,69152-88-1
(E)-4-(benzyloxy)-2-buten-1-ol

: 439112-50-2
(2S,3R)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid (S)-2,2-dimethyl-1-(methylcarbamoyl)propylamide

Guidance literature:: Multi-step reaction with 5 steps

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

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

2.2: 2.5 h / -78 - 20 °C

3.1: ethyl acetate / Reflux

4.1: hydrogenchloride / water; toluene / 23 °C

5.1: Vilsmeier reagent / tetrahydrofuran / 1 h / 0 °C

5.2: 2.67 h / 0 - 23 °C

With hydrogenchloride; dmap; chloro-trimethyl-silane; Vilsmeier reagent; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 2.1: |Claisen-Ireland Rearrangement / 2.2: |Claisen-Ireland Rearrangement;
DOI:10.1021/op025536e