(1S,2R,4S,6R,9R)-4-methoxy-9-(4'-methoxyphenyl)-4-methyl-5,8,10-trioxabicyclo[4.4.0]decan-2-ol

Base Information

Chemical Name:(1S,2R,4S,6R,9R)-4-methoxy-9-(4'-methoxyphenyl)-4-methyl-5,8,10-trioxabicyclo[4.4.0]decan-2-ol
CAS No.:878673-33-7
Molecular Formula:C₁₆H₂₂O₆
Molecular Weight:310.347
Hs Code.:

Synonyms:(1S,2R,4S,6R,9R)-4-methoxy-9-(4'-methoxyphenyl)-4-methyl-5,8,10-trioxabicyclo[4.4.0]decan-2-ol

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

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Chemical Property of (1S,2R,4S,6R,9R)-4-methoxy-9-(4'-methoxyphenyl)-4-methyl-5,8,10-trioxabicyclo[4.4.0]decan-2-ol

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Technology Process of (1S,2R,4S,6R,9R)-4-methoxy-9-(4'-methoxyphenyl)-4-methyl-5,8,10-trioxabicyclo[4.4.0]decan-2-ol

There total 8 articles about (1S,2R,4S,6R,9R)-4-methoxy-9-(4'-methoxyphenyl)-4-methyl-5,8,10-trioxabicyclo[4.4.0]decan-2-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: 90.0%

: 391611-29-3
tert-Butyl-[(2R,4aR,6S,8R,8aR)-6-methoxy-2-(4-methoxy-phenyl)-6-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-dimethyl-silane

: 878673-33-7
(1S,2R,4S,6R,9R)-4-methoxy-9-(4'-methoxyphenyl)-4-methyl-5,8,10-trioxabicyclo[4.4.0]decan-2-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 18h;
DOI:10.1016/S0040-4039(01)01763-4

Reference yield: 84.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 73591-64-7
methyl 1,3-dideoxy-α-D-arabino-heptulopyranoside

: 878673-33-7
(1S,2R,4S,6R,9R)-4-methoxy-9-(4'-methoxyphenyl)-4-methyl-5,8,10-trioxabicyclo[4.4.0]decan-2-ol

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 0.666667h;
DOI:10.1016/j.tet.2005.11.031

Reference yield:

: 61-58-5,13299-15-5,13299-16-6,14215-77-1,14215-78-2,20789-85-9,23568-30-1,25494-04-6,34339-39-4,34339-40-7,34339-46-3,34339-47-4,114717-20-3,114717-21-4,137491-75-9,137491-76-0
2-deoxy-D-arabino-hexopyranose

: 878673-33-7
(1S,2R,4S,6R,9R)-4-methoxy-9-(4'-methoxyphenyl)-4-methyl-5,8,10-trioxabicyclo[4.4.0]decan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / TsOH / dimethylformamide / 40 °C

2: 71 percent / Br₂; NaHCO₃ / dioxane; H₂O

3: 97 percent / imidazole / dimethylformamide

4: 80 percent / pyridine / tetrahydrofuran / -20 °C

5: 66 percent / PPTS / CH₂Cl₂

6: 90 percent / TBAF / tetrahydrofuran / 18 h

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; bromine; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 4: Tebbe methylenation;
DOI:10.1016/S0040-4039(01)01763-4