3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propan-1-ol

Base Information

Chemical Name:3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propan-1-ol
CAS No.:95791-10-9
Molecular Formula:C₁₆H₂₀O₅
Molecular Weight:292.332
Hs Code.:

Synonyms:3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propan-1-ol

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Chemical Property of 3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propan-1-ol

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Technology Process of 3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propan-1-ol

There total 10 articles about 3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propan-1-ol 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:

: 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

: 95791-10-9
3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propan-1-ol

Guidance literature:: With sodium methylate; at 5 ℃; Yield given;
DOI:10.1016/S0040-4039(01)91116-5

Reference yield:

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

: 95791-10-9
3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propan-1-ol

Guidance literature:: Multi-step reaction with 7 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

7: sodium methoxide / methanol; tetrahydrofuran / 5 °C

With pyridine; methanol; sodium hydroxide; Dowex 50W (H+); camphor-10-sulfonic acid; dihydrogen peroxide; sodium methylate; 3-chloro-benzenecarboperoxoic acid; diborane; In tetrahydrofuran; methanol; 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

: 95791-10-9
3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: MCPBA / CHCl₃ / 5 °C

2: d,l-camphorsulfonic acid / CHCl₃

3: sodium methoxide / methanol; tetrahydrofuran / 5 °C

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