(2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one

Base Information

Chemical Name:(2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one
CAS No.:444809-24-9
Molecular Formula:C₃₀H₃₈O₇
Molecular Weight:510.628
Hs Code.:

Synonyms:(2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one

Suppliers and Price of (2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one

There total 18 articles about (2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-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: 77.0%

: 1027739-76-9
((2S,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-2-(3,4-dimethoxy-benzyloxymethyl)-6-hydroxy-3,3-dimethyl-cyclohex-1-enyl]-methanone

: 444809-24-9
(2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one

Guidance literature:: With hydrogenchloride; In isopropyl alcohol; at 0 - 20 ℃; for 3h;
DOI:10.1021/ol026159t

Reference yield:

: 21852-32-4
4-bromomethyl-1,2-dimethoxybenzene

: 444809-24-9
(2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / NaH / tetrahydrofuran / 8 h / 20 °C

2.1: t-BuLi / diethyl ether / 0.5 h / -78 °C

2.2: 60 percent / TMEDA / 0.5 h / -78 °C

3.1: 90 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 2 h / 20 °C

4.1: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

5.1: 77 percent / aq. HCl / propan-2-ol / 3 h / 0 - 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; isopropyl alcohol;
DOI:10.1021/ol026159t

Reference yield:

: 6553-64-6
6,6-Dimethyl-2-cyclohexen-1-one

: 444809-24-9
(2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: 78 percent / n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.1: 90 percent / PCC / CH₂Cl₂ / 12 h / 20 °C

3.1: 60 percent / pyridinium tribromide; pyridine / CH₂Cl₂ / 20 h / 20 - 40 °C

4.1: 92 percent / (S)-CBS; BH₃*THF / tetrahydrofuran / 2 h / 20 °C

5.1: 85 percent / imidazole / dimethylformamide / 2 h / 20 - 40 °C

6.1: 70 percent / MgBr₂*Et₂O; BuSH / diethyl ether / 12 h / 20 °C

7.1: 95 percent / NaH / tetrahydrofuran / 8 h / 20 °C

8.1: t-BuLi / diethyl ether / 0.5 h / -78 °C

8.2: 60 percent / TMEDA / 0.5 h / -78 °C

9.1: 90 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 2 h / 20 °C

10.1: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

11.1: 77 percent / aq. HCl / propan-2-ol / 3 h / 0 - 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; n-butyllithium; borane-THF; (S)-diphenylprolinol; n-butanethiol; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; pyridinium hydrobromide perbromide; pyridinium chlorochromate; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ol026159t