(2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine

Base Information

Chemical Name:(2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine
CAS No.:215871-34-4
Molecular Formula:C₂₈H₄₉NO₃Si
Molecular Weight:475.787
Hs Code.:

Synonyms:(2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine

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Chemical Property of (2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine

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Technology Process of (2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine

There total 9 articles about (2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine 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: 83.0%

: 13057-17-5
bromethyl methyl ether

: 215871-28-6
(S)-1-[(2S,6S)-1-Benzyl-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridin-2-yl]-propan-1-ol

: 215871-34-4
(2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo980749g

Reference yield:

: 215871-25-3
(5S,6S)-1-(phenylmethyl)-6-{[(triisopropylsilyl)oxy]carbonyl}-2-{2-[(triisopropylsilyl)oxy]ethyl}-1,2,5,6-tetrahydropyridine

: 215871-34-4
(2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / DIBAL-H / CH₂Cl₂ / 0 - 20 °C

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) CH₂Cl₂, -62 deg C, 15 min, -> rt over 75 min

3: 2.8 percent / diethyl ether; tetrahydrofuran / -78 - 20 °C

4: 83 percent / DIPEA / CH₂Cl₂ / 0 - 20 °C

With oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo980749g

Reference yield:

: 3-benzylamino-5-hexene-1,4-diol

: 215871-34-4
(2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / DIPEA / acetonitrile / 66 h / Ambient temperature

2: 96 percent / Et₃N / benzene / 4 h / Ambient temperature

3: 79 percent / DIBAL-H / CH₂Cl₂ / 0 - 20 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) CH₂Cl₂, -62 deg C, 15 min, -> rt over 75 min

5: 2.8 percent / diethyl ether; tetrahydrofuran / -78 - 20 °C

6: 83 percent / DIPEA / CH₂Cl₂ / 0 - 20 °C

With oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo980749g