(2S,3S,4S,5R,6S)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane
CAS No.:947380-75-8
Molecular Formula:C₃₂H₆₂O₆Si₂
Molecular Weight:599.012
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane

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Chemical Property of (2S,3S,4S,5R,6S)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane

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Technology Process of (2S,3S,4S,5R,6S)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane

There total 5 articles about (2S,3S,4S,5R,6S)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane 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: 94.0%

: 947380-74-7
(2S,3R,4R,5S,6S)-5-(4-methoxybenzyloxy)-3-hydroxy-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane

: 107-30-2
chloromethyl methyl ether

: 947380-75-8
(2S,3S,4S,5R,6S)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo0704762

Reference yield:

: 881214-71-7
(1R,4R,5R,6S,7R,8R)-7-(4-Methoxy-benzyloxy)-4,6,8-trimethyl-2,9-dioxa-bicyclo[3.3.1]nonan-3-one

: 947380-75-8
(2S,3S,4S,5R,6S)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

2: 90 percent / imidazole / CH₂Cl₂ / 0 °C

3: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

4: 93 percent / DIBALH / CH₂Cl₂ / -78 °C

5: 94 percent / DIEA; DMAP / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 3: Dess-Martin oxidation;
DOI:10.1021/jo0704762

Reference yield:

: 881214-73-9
(2S,3S,4R,5S,6S)-5-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3,7-triol

: 947380-75-8
(2S,3S,4S,5R,6S)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)-1,7-di(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptane

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / imidazole / CH₂Cl₂ / 0 °C

2: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

3: 93 percent / DIBALH / CH₂Cl₂ / -78 °C

4: 94 percent / DIEA; DMAP / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; dmap; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In dichloromethane; 2: Dess-Martin oxidation;
DOI:10.1021/jo0704762