(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic acid

Base Information

Chemical Name:(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic acid
CAS No.:503026-48-0
Molecular Formula:C₂₂H₃₂O₉
Molecular Weight:440.491
Hs Code.:

Synonyms:(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic acid

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Chemical Property of (E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic acid

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Technology Process of (E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic acid

There total 7 articles about (E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic 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: 80.0%

: 503026-47-9
(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic acid 2-(toluene-4-sulfonyl)-ethyl ester

: 503026-48-0
(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic acid

Guidance literature:: With 2,6-dichloro-benzonitrile; In benzene; at 20 ℃; for 8h;
DOI:10.1016/S0040-4039(02)02284-0

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 503026-48-0
(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / tetrahydrofuran / 4 h / 0 - 20 °C

2: 75 percent / AcOH; water; HCl / 14 h / 20 °C

3: NaIO₄ / methanol; H₂O / 2 h / 20 °C

4: 1 h / 110 °C

5: 80 percent / HCl / dioxane; H₂O / 12 h / 20 °C

6: 83 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 12 h / 20 °C

7: 80 percent / DBN / benzene / 8 h / 20 °C

With hydrogenchloride; dmap; sodium periodate; 2,6-dichloro-benzonitrile; 2,4,6-trichlorobenzoyl chloride; water; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; water; toluene; benzene;
DOI:10.1016/S0040-4039(02)02284-0

Reference yield:

: Formic acid (1S,2S)-2-(4-methoxy-benzyloxy)-1-methyl-3-oxo-propyl ester

: 503026-48-0
(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-[(R)-3-(2-methoxy-ethoxymethoxy)-butyryloxy]-hex-2-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1 h / 110 °C

2: 80 percent / HCl / dioxane; H₂O / 12 h / 20 °C

3: 83 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 12 h / 20 °C

4: 80 percent / DBN / benzene / 8 h / 20 °C

With hydrogenchloride; dmap; 2,6-dichloro-benzonitrile; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; toluene; benzene;
DOI:10.1016/S0040-4039(02)02284-0