(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-dodecylpiperidine

Base Information

Chemical Name:(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-dodecylpiperidine
CAS No.:219715-87-4
Molecular Formula:C₃₉H₅₅NO₄S
Molecular Weight:633.936
Hs Code.:

Synonyms:(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-dodecylpiperidine

Suppliers and Price of (2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-dodecylpiperidine

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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-dodecylpiperidine

Chemical Property:

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

There total 13 articles about (2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-dodecylpiperidine 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: 68.0%

: 39691-62-8
nonylmagnesium bromide

: 219715-86-3
(2R,3S,6S)-<1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-piperidyl>propyl tosylate

: 219715-87-4
(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-dodecylpiperidine

Guidance literature:: With dilithium tetrachlorocuprate; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/S0040-4039(98)02129-7

Reference yield:

: 100-39-0
benzyl bromide

: 219715-87-4
(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-dodecylpiperidine

Guidance literature:: Multi-step reaction with 5 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

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

5: 68 percent / Li₂CuCl₄ / tetrahydrofuran / 1 h / 0 °C

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

Reference yield:

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

: 219715-87-4
(2R,3S,6S)-1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-dodecylpiperidine

Guidance literature:: Multi-step reaction with 8 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

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

8: 68 percent / Li₂CuCl₄ / tetrahydrofuran / 1 h / 0 °C

With sodium hydroxide; sodium tetrahydroborate; dilithium tetrachlorocuprate; 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