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

Base Information

Chemical Name:(2R,3S,6S)-<1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-piperidyl>propyl tosylate
CAS No.:219715-86-3
Molecular Formula:C₃₇H₄₃NO₇S₂
Molecular Weight:677.883
Hs Code.:

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

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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-piperidyl>propyl tosylate

Chemical Property:

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Technology Process of (2R,3S,6S)-<1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-piperidyl>propyl tosylate

There total 12 articles about (2R,3S,6S)-<1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-piperidyl>propyl tosylate 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: 87.0%

: 2232-08-8
N-tosylimidazole

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

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

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

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 4 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

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

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

Guidance literature:: Multi-step reaction with 7 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

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