(3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-2-prop-2-enylbenzoate

Base Information

Chemical Name:(3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-2-prop-2-enylbenzoate
CAS No.:620987-56-6
Molecular Formula:C₁₉H₂₄O₅
Molecular Weight:332.397
Hs Code.:

Synonyms:(3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-2-prop-2-enylbenzoate

Suppliers and Price of (3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-2-prop-2-enylbenzoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-2-prop-2-enylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-2-prop-2-enylbenzoate

There total 11 articles about (3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-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: 72.0%

: 620987-63-5
(3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-methoxyoxolan-3-yl 6-methoxy-2-prop-2-enylbenzoate

: 620987-56-6
(3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-2-prop-2-enylbenzoate

Guidance literature:: With boron trichloride; In dichloromethane; at -78 ℃; for 0.5h;
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

: 620987-56-6
(3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-2-prop-2-enylbenzoate

Guidance literature:: Multi-step reaction with 10 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

6.1: DIBAL-H / toluene / 0.25 h / -78 °C

7.1: HCl / dioxane / 4 h / 20 °C

8.1: pyridine / 0.25 h / 0 °C

9.1: -78 °C

10.1: 72 percent / BCl₃ / CH₂Cl₂ / 0.5 h / -78 °C

With pyridine; hydrogenchloride; dmap; hydrogen; bromine; sodium methylate; boron trichloride; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; barium carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/ol035630v

Reference yield:

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

: 620987-56-6
(3R,5R)-5-((1S)-1-methylbut-3-enyl)-2-hydroxyoxolan-3-yl 6-hydroxy-2-prop-2-enylbenzoate

Guidance literature:: Multi-step reaction with 8 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

4.1: DIBAL-H / toluene / 0.25 h / -78 °C

5.1: HCl / dioxane / 4 h / 20 °C

6.1: pyridine / 0.25 h / 0 °C

7.1: -78 °C

8.1: 72 percent / BCl₃ / CH₂Cl₂ / 0.5 h / -78 °C

With pyridine; hydrogenchloride; dmap; hydrogen; sodium methylate; boron trichloride; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ol035630v