3,5-Bis-methoxymethoxy-4-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzaldehyde

Base Information

Chemical Name:3,5-Bis-methoxymethoxy-4-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzaldehyde
CAS No.:83025-36-9
Molecular Formula:C₂₆H₃₆O₅
Molecular Weight:428.569
Hs Code.:

Synonyms:3,5-Bis-methoxymethoxy-4-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzaldehyde

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Chemical Property of 3,5-Bis-methoxymethoxy-4-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzaldehyde

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Technology Process of 3,5-Bis-methoxymethoxy-4-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzaldehyde

There total 7 articles about 3,5-Bis-methoxymethoxy-4-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzaldehyde 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: 93.0%

: 83025-35-8
(4aR,8aR)-4-(4-Dimethoxymethyl-2,6-bis-methoxymethoxy-benzyl)-3,4a,8,8-tetramethyl-1,2,4a,5,8,8a-hexahydro-naphthalene

: 83025-36-9
3,5-Bis-methoxymethoxy-4-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzaldehyde

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 23 ℃; for 1h;
DOI:10.1021/ja00384a075

Reference yield:

: 83025-31-4,111264-56-3,111264-57-4
(4aR,8aR)-2,5,5,8a-Tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalene-1-carboxylic acid methyl ester

: 83025-36-9
3,5-Bis-methoxymethoxy-4-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / lithium aluminium hydride / diethyl ether / 4 h / 23 °C

2: triethylamine / CH₂Cl₂ / 0.17 h / -50 °C

3: lithium bromide / tetrahydrofuran / 1 h / -50 deg C -> 0 deg C

4: 1.) n-butyllithium, 2.) hexamethylphosphoric triamide / 1.) THF, tetramethylethylenediamine, -20 deg C -> 0 deg C, 1 h, 2.) -78 deg C -> 0 deg C, 1 h

5: 93 percent / 1 N hydrochloric acid / tetrahydrofuran / 1 h / 23 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; triethylamine; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00384a075

Reference yield:

: 76685-49-9,98264-19-8
(1S,4aR,8aR)-5,5,8a-Trimethyl-2-oxo-1,2,3,4,4a,5,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester

: 83025-36-9
3,5-Bis-methoxymethoxy-4-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / sodium hydride / diethyl ether / 0 °C

2: 90 percent / diethyl ether / 1-) -78 deg C, 2 h, 2.) -50 deg C, 2 h, 3.) -30 deg C, 1 h

3: 95 percent / lithium aluminium hydride / diethyl ether / 4 h / 23 °C

4: triethylamine / CH₂Cl₂ / 0.17 h / -50 °C

5: lithium bromide / tetrahydrofuran / 1 h / -50 deg C -> 0 deg C

6: 1.) n-butyllithium, 2.) hexamethylphosphoric triamide / 1.) THF, tetramethylethylenediamine, -20 deg C -> 0 deg C, 1 h, 2.) -78 deg C -> 0 deg C, 1 h

7: 93 percent / 1 N hydrochloric acid / tetrahydrofuran / 1 h / 23 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; sodium hydride; triethylamine; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00384a075