(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-<9-(2-ethyl-1,3-dioxol-2-yl)nonyl>piperidine

Base Information

Chemical Name:(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-<9-(2-ethyl-1,3-dioxol-2-yl)nonyl>piperidine
CAS No.:249284-77-3
Molecular Formula:C₄₁H₅₇NO₆S
Molecular Weight:691.973
Hs Code.:

Synonyms:(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-<9-(2-ethyl-1,3-dioxol-2-yl)nonyl>piperidine

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Chemical Property of (2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-<9-(2-ethyl-1,3-dioxol-2-yl)nonyl>piperidine

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Technology Process of (2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-<9-(2-ethyl-1,3-dioxol-2-yl)nonyl>piperidine

There total 10 articles about (2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-<9-(2-ethyl-1,3-dioxol-2-yl)nonyl>piperidine 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: 89.0%

: 7-(2-ethyl-1,3-dioxol-2-yl)heptyl magnesium bromide

: 249284-76-2
(2R,3S,6R)-<1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-piperidyl>ethyl tosylate

: 249284-77-3
(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-<9-(2-ethyl-1,3-dioxol-2-yl)nonyl>piperidine

Guidance literature:: With dilithium tetrachlorocuprate; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/S0957-4166(99)00239-6

Reference yield:

: 100-39-0
benzyl bromide

: 249284-77-3
(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-<9-(2-ethyl-1,3-dioxol-2-yl)nonyl>piperidine

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, 2 h

2: 67 percent / TiCl₄ / CH₂Cl₂ / 0.75 h / -78 °C

3: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 5 min, 2.) CH₂Cl₂, MeOH, RT, 1 h

4: NaBH₄ / methanol / 1 h / 0 °C

5: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, 0 deg C, 3 h

6: 89 percent / Li₂CuCl₄ / tetrahydrofuran / 1 h / 0 °C

With sodium tetrahydroborate; dilithium tetrachlorocuprate; dimethylsulfide; titanium tetrachloride; sodium hydride; ozone; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0957-4166(99)00239-6

Reference yield:

: 219715-83-0
(2R,3S,6R)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-propenyl)piperidine

: 249284-77-3
(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-<9-(2-ethyl-1,3-dioxol-2-yl)nonyl>piperidine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 5 min, 2.) CH₂Cl₂, MeOH, RT, 1 h

2: NaBH₄ / methanol / 1 h / 0 °C

3: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, 0 deg C, 3 h

4: 89 percent / Li₂CuCl₄ / tetrahydrofuran / 1 h / 0 °C

With sodium tetrahydroborate; dilithium tetrachlorocuprate; dimethylsulfide; sodium hydride; ozone; In tetrahydrofuran; methanol;
DOI:10.1016/S0957-4166(99)00239-6