1-[(2S,3R,4R,5R)-4-benzyloxymethoxy-2,7-bis-(tert-butyldimethylsilanyloxy)-3,5-dimethylheptyloxymethyl]-4-methoxybenzene

Base Information

Chemical Name:1-[(2S,3R,4R,5R)-4-benzyloxymethoxy-2,7-bis-(tert-butyldimethylsilanyloxy)-3,5-dimethylheptyloxymethyl]-4-methoxybenzene
CAS No.:475233-03-5
Molecular Formula:C₃₇H₆₄O₆Si₂
Molecular Weight:661.083
Hs Code.:

Synonyms:1-[(2S,3R,4R,5R)-4-benzyloxymethoxy-2,7-bis-(tert-butyldimethylsilanyloxy)-3,5-dimethylheptyloxymethyl]-4-methoxybenzene

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Chemical Property of 1-[(2S,3R,4R,5R)-4-benzyloxymethoxy-2,7-bis-(tert-butyldimethylsilanyloxy)-3,5-dimethylheptyloxymethyl]-4-methoxybenzene

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Technology Process of 1-[(2S,3R,4R,5R)-4-benzyloxymethoxy-2,7-bis-(tert-butyldimethylsilanyloxy)-3,5-dimethylheptyloxymethyl]-4-methoxybenzene

There total 8 articles about 1-[(2S,3R,4R,5R)-4-benzyloxymethoxy-2,7-bis-(tert-butyldimethylsilanyloxy)-3,5-dimethylheptyloxymethyl]-4-methoxybenzene 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 475233-02-4
(3R,4R,5R,6S)-4-benzyloxymethoxy-6-(tert-butyldimethylsilanyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylheptan-1-ol

: 475233-03-5
1-[(2S,3R,4R,5R)-4-benzyloxymethoxy-2,7-bis-(tert-butyldimethylsilanyloxy)-3,5-dimethylheptyloxymethyl]-4-methoxybenzene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(02)00723-8

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 475233-03-5
1-[(2S,3R,4R,5R)-4-benzyloxymethoxy-2,7-bis-(tert-butyldimethylsilanyloxy)-3,5-dimethylheptyloxymethyl]-4-methoxybenzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 74 percent / i-Pr₂NEt / CH₂Cl₂ / 192 h / 20 °C

2.1: DIBAL-H / tetrahydrofuran / 0.5 h / -78 °C

3.1: NaHMDS / tetrahydrofuran; diethyl ether / 4 h / 0 °C

3.2: 0.106 g / diethyl ether; tetrahydrofuran / 0.42 h / 0 °C

4.1: 9-BBN / tetrahydrofuran / 7 h / 20 °C

4.2: 98 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 0 °C

5.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; sodium hexamethyldisilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 3.2: Wittig reaction;
DOI:10.1016/S0040-4020(02)00723-8

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 475233-03-5
1-[(2S,3R,4R,5R)-4-benzyloxymethoxy-2,7-bis-(tert-butyldimethylsilanyloxy)-3,5-dimethylheptyloxymethyl]-4-methoxybenzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

1.2: 0.271 g / KBEt₃H / diethyl ether / 0.5 h / -78 °C

2.1: 74 percent / i-Pr₂NEt / CH₂Cl₂ / 192 h / 20 °C

3.1: DIBAL-H / tetrahydrofuran / 0.5 h / -78 °C

4.1: NaHMDS / tetrahydrofuran; diethyl ether / 4 h / 0 °C

4.2: 0.106 g / diethyl ether; tetrahydrofuran / 0.42 h / 0 °C

5.1: 9-BBN / tetrahydrofuran / 7 h / 20 °C

5.2: 98 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 0 °C

6.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; sodium hexamethyldisilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.2: Cram-Felkin-Nguyen reduction / 4.2: Wittig reaction;
DOI:10.1016/S0040-4020(02)00723-8