6-((4S,4aR,7R,8aS)-7-Benzyloxymethyl-hexahydro-benzo[1,3]dioxin-4-yl)-2,3-dihydro-pyran-4-one

Base Information

Chemical Name:6-((4S,4aR,7R,8aS)-7-Benzyloxymethyl-hexahydro-benzo[1,3]dioxin-4-yl)-2,3-dihydro-pyran-4-one
CAS No.:131067-64-6
Molecular Formula:C₂₁H₂₆O₅
Molecular Weight:358.434
Hs Code.:

Synonyms:6-((4S,4aR,7R,8aS)-7-Benzyloxymethyl-hexahydro-benzo[1,3]dioxin-4-yl)-2,3-dihydro-pyran-4-one

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Chemical Property of 6-((4S,4aR,7R,8aS)-7-Benzyloxymethyl-hexahydro-benzo[1,3]dioxin-4-yl)-2,3-dihydro-pyran-4-one

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Technology Process of 6-((4S,4aR,7R,8aS)-7-Benzyloxymethyl-hexahydro-benzo[1,3]dioxin-4-yl)-2,3-dihydro-pyran-4-one

There total 11 articles about 6-((4S,4aR,7R,8aS)-7-Benzyloxymethyl-hexahydro-benzo[1,3]dioxin-4-yl)-2,3-dihydro-pyran-4-one 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: 97.0%

: 131067-65-7,131067-66-8
6-{(R)-[(1R,2R,4S)-4-Benzyloxymethyl-2-(2-methoxy-ethoxymethoxy)-cyclohexyl]-hydroxy-methyl}-2,3-dihydro-pyran-4-one

: 131067-64-6
6-((4S,4aR,7R,8aS)-7-Benzyloxymethyl-hexahydro-benzo[1,3]dioxin-4-yl)-2,3-dihydro-pyran-4-one

Guidance literature:: With trifluoroacetic acid; In dichloromethane; 1.) 0 deg C, 30 min, 2.) from 0 deg C to rt, 1.5 h;

Reference yield:

: 29943-42-8,143562-54-3
Tetrahydro-4H-pyran-4-one

: 131067-64-6
6-((4S,4aR,7R,8aS)-7-Benzyloxymethyl-hexahydro-benzo[1,3]dioxin-4-yl)-2,3-dihydro-pyran-4-one

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / p-TsOH*H₂O / benzene / 1 h / Heating

2: 91 percent / pyridinium bromide perbromide / tetrahydrofuran / 0.25 h / Ambient temperature

3: 77 percent / t-BuOK / dimethylsulfoxide / 0.25 h / Ambient temperature

4: 1.) t-BuLi, 2.) HMPA / 1.) THF, pentane, 0 deg C, 1 h, 2.) -78 deg C, 30 min

5: 1.) trifluoroacetic acid, 2.) K₂CO₃ / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) MeOH, rt, 30 min

6: 97 percent / CF₃CO₂H / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) from 0 deg C to rt, 1.5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium tert-butylate; tert.-butyl lithium; pyridinium hydrobromide perbromide; potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; benzene;

Reference yield:

: 3592-25-4
1,5-dichloropentan-3-one

: 131067-64-6
6-((4S,4aR,7R,8aS)-7-Benzyloxymethyl-hexahydro-benzo[1,3]dioxin-4-yl)-2,3-dihydro-pyran-4-one

Guidance literature:: Multi-step reaction with 7 steps

1: 35 percent / aq. NaH₂PO₄, o-H₃PO₄ / 3 h / 100 °C

2: 100 percent / p-TsOH*H₂O / benzene / 1 h / Heating

3: 91 percent / pyridinium bromide perbromide / tetrahydrofuran / 0.25 h / Ambient temperature

4: 77 percent / t-BuOK / dimethylsulfoxide / 0.25 h / Ambient temperature

5: 1.) t-BuLi, 2.) HMPA / 1.) THF, pentane, 0 deg C, 1 h, 2.) -78 deg C, 30 min

6: 1.) trifluoroacetic acid, 2.) K₂CO₃ / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) MeOH, rt, 30 min

7: 97 percent / CF₃CO₂H / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) from 0 deg C to rt, 1.5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium dihydrogenphosphate; phosphoric acid; potassium tert-butylate; tert.-butyl lithium; pyridinium hydrobromide perbromide; potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; benzene;