(3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate

Base Information

Chemical Name:(3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate
CAS No.:620987-54-4
Molecular Formula:C₁₇H₂₀O₆
Molecular Weight:320.342
Hs Code.:

Synonyms:(3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate

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Chemical Property of (3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate

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Technology Process of (3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate

There total 9 articles about (3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate 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: 90.0%

: 73679-22-8
(3R,5R,6S)-6-methyl-3-hydroxy-5-(hydroxyethyl)-3,4,5-trihydrofuran-2-one

: 325172-28-9
2-allyl-6-methoxy-benzoic acid

: 620987-54-4
(3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/ol035630v

Reference yield:

: 73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6
L-rhamnose

: 620987-54-4
(3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / BaCO₃; Br₂ / H₂O / 24 h / 20 °C

2.1: 99 percent / pyridine / 0 - 20 °C

3.1: 99 percent / H₂; Et₃N / Pd/C / ethyl acetate / 24 h / 20 °C / 2585.74 Torr

4.1: NaOMe / methanol / 3 h / 20 °C

4.2: 87 percent / H₂SO₄ / dioxane / 1 h / 20 °C

5.1: 90 percent / EDCI; DMAP / CH₂Cl₂ / 24 h / 20 °C

With pyridine; dmap; hydrogen; bromine; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; barium carbonate; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/ol035630v

Reference yield:

: 81644-86-2
2,3,5-tri-O-benzoyl-L-rhamnono-1,4-lactone

: 620987-54-4
(3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / H₂; Et₃N / Pd/C / ethyl acetate / 24 h / 20 °C / 2585.74 Torr

2.1: NaOMe / methanol / 3 h / 20 °C

2.2: 87 percent / H₂SO₄ / dioxane / 1 h / 20 °C

3.1: 90 percent / EDCI; DMAP / CH₂Cl₂ / 24 h / 20 °C

With dmap; hydrogen; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/ol035630v