Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

Chemical Name:Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
CAS No.:866865-72-7
Molecular Formula:C₂₃H₂₄O₅
Molecular Weight:380.441
Hs Code.:

Synonyms:Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Chemical Property of Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Technology Process of Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 1 articles about Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 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: 95.0%

: 98-88-4
benzoyl chloride

: 502761-21-9
1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-D-glucitol

: 866865-72-7
Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: With pyridine; at 20 ℃; for 3h;
DOI:10.1081/CAR-200068781

Reference yield: 87.0%

: 866865-72-7
Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 866865-74-9
Benzoic acid (2R,4aR,7S,8R,8aS)-7-(2-oxo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester; With ozone; In dichloromethane; at -78 ℃;

With triphenylphosphine; In dichloromethane; at -78 - 20 ℃; for 2h;
DOI:10.1081/CAR-200068781

Reference yield:

: 866865-72-7
Benzoic acid (2R,4aR,7S,8R,8aS)-7-allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 1,5-anhydro-3-O-benzoyl-2-[(hydroxycarbamoyl)methyl]-2-deoxy-D-glucitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: 87 percent / triphenylphosphane / CH₂Cl₂ / 2 h / -78 - 20 °C

2.1: 100 percent / sodium chlorite; sodium dihydrogen phosphate; 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 1 h

3.1: 70 percent / EDC; triethylamine / CH₂Cl₂ / 2 h / 20 °C

4.1: 62 percent / hydrogen; acetic acid / palladium on carbon / 6 h

With sodium chlorite; sodium dihydrogen phosphate; 2-methyl-but-2-ene; hydrogen; ozone; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1081/CAR-200068781