Benzoic acid 3-((1aS,2R,3aR,7aR,7bS)-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propyl ester

Base Information

Chemical Name:Benzoic acid 3-((1aS,2R,3aR,7aR,7bS)-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propyl ester
CAS No.:115369-16-9
Molecular Formula:C₂₃H₂₄O₆
Molecular Weight:396.44
Hs Code.:

Synonyms:Benzoic acid 3-((1aS,2R,3aR,7aR,7bS)-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propyl ester

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Chemical Property of Benzoic acid 3-((1aS,2R,3aR,7aR,7bS)-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propyl ester

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Technology Process of Benzoic acid 3-((1aS,2R,3aR,7aR,7bS)-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propyl ester

There total 9 articles about Benzoic acid 3-((1aS,2R,3aR,7aR,7bS)-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propyl 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:

: 95791-07-4
(2R,3S,6R)-6-allyl-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

: 115369-16-9
Benzoic acid 3-((1aS,2R,3aR,7aR,7bS)-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / d,l-camphorsulfonic acid / CH₂Cl₂ / Ambient temperature

2: 1.) diborane, 2.) 2N NaOH, 30percent H₂O₂ / 1.) THF, -25 deg C, 12 h, 2.) EtOH, RT, overnight

3: pyridine / Ambient temperature

4: MeOH, Dowex 50W (H+) / 9.5 h / Ambient temperature

5: MCPBA / CHCl₃ / 5 °C

6: d,l-camphorsulfonic acid / CHCl₃

With pyridine; methanol; sodium hydroxide; Dowex 50W (H+); camphor-10-sulfonic acid; dihydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; diborane; In dichloromethane; chloroform;
DOI:10.1016/S0040-4020(01)86916-7

Reference yield:

: 95791-09-6
Benzoic acid 3-((2R,5S,6R)-5-hydroxy-6-hydroxymethyl-5,6-dihydro-2H-pyran-2-yl)-propyl ester

: 115369-16-9
Benzoic acid 3-((1aS,2R,3aR,7aR,7bS)-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: MCPBA / CHCl₃ / 5 °C

2: d,l-camphorsulfonic acid / CHCl₃

With camphor-10-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In chloroform;
DOI:10.1016/S0040-4020(01)86916-7

Reference yield:

: 95791-08-5
3-((4aR,6R,8aS)-2-Phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-propan-1-ol

: 115369-16-9
Benzoic acid 3-((1aS,2R,3aR,7aR,7bS)-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / Ambient temperature

2: MeOH, Dowex 50W (H+) / 9.5 h / Ambient temperature

3: MCPBA / CHCl₃ / 5 °C

4: d,l-camphorsulfonic acid / CHCl₃

With pyridine; methanol; Dowex 50W (H+); camphor-10-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In chloroform;
DOI:10.1016/S0040-4020(01)86916-7