(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-hydroxy-3-propyl)piperidine

Base Information

Chemical Name:(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-hydroxy-3-propyl)piperidine
CAS No.:219715-85-2
Molecular Formula:C₃₀H₃₇NO₅S
Molecular Weight:523.693
Hs Code.:

Synonyms:(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-hydroxy-3-propyl)piperidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-hydroxy-3-propyl)piperidine

Chemical Property:

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Technology Process of (2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-hydroxy-3-propyl)piperidine

There total 11 articles about (2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-hydroxy-3-propyl)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:

: 100-39-0
benzyl bromide

: 219715-85-2
(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-hydroxy-3-propyl)piperidine

Guidance literature:: Multi-step reaction with 3 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.) BH₃*SMe₂, 2.) 30 percent H₂O₂, aq. NaOH / 1.) THF, 0 deg C, 5 h, 2.) THF

With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; titanium tetrachloride; sodium hydride; In dichloromethane;
DOI:10.1016/S0957-4166(99)00239-6

Reference yield:

: 219715-78-3
(R)-N-[1'-(2-Furyl)-2'-benzyloxyethyl]toluene-p-sulfonamide

: 219715-85-2
(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-hydroxy-3-propyl)piperidine

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / m-CPBA / CH₂Cl₂ / 16 h / Ambient temperature

2: 97 percent / BF₃*Et₂O, 4A molecular sieves / tetrahydrofuran / 4 h / 0 °C

3: 88 percent / NaBH₄ / methanol / 3 h / 0 °C

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

5: 67 percent / TiCl₄ / CH₂Cl₂ / 0.75 h / -78 °C

6: 1.) BH₃*SMe₂, 2.) 30 percent H₂O₂, aq. NaOH / 1.) THF, 0 deg C, 5 h, 2.) THF

With sodium hydroxide; sodium tetrahydroborate; dimethylsulfide borane complex; 4 A molecular sieve; boron trifluoride diethyl etherate; dihydrogen peroxide; titanium tetrachloride; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0957-4166(99)00239-6

Reference yield:

: 219715-79-4
(2R,6R)-2-Benzyloxymethyl-6-hydroxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one

: 219715-85-2
(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-(2-hydroxy-3-propyl)piperidine

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / BF₃*OEt₂, 4 Angstroem molecular sieves / tetrahydrofuran / 0 °C

2: 88 percent / NaBH₄ / methanol / 0 °C

3: 85 percent / NaH / tetrahydrofuran / Ambient temperature

4: 1.0 eq. TiCl₄ / CH₂Cl₂ / -78 °C

5: 1.) BH₃*SMe₂; 2.) NaOH, H₂O₂ / 1.) THF

With sodium hydroxide; sodium tetrahydroborate; dimethylsulfide borane complex; 4 A molecular sieve; boron trifluoride diethyl etherate; dihydrogen peroxide; titanium tetrachloride; sodium hydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)02129-7