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

Base Information

Chemical Name:(2R,3S,6R)-<1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-piperidyl>ethyl tosylate
CAS No.:249284-76-2
Molecular Formula:C₃₆H₄₁NO₇S₂
Molecular Weight:663.856
Hs Code.:

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

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Chemical Property of (2R,3S,6R)-<1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-piperidyl>ethyl tosylate

Chemical Property:

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

There total 9 articles about (2R,3S,6R)-<1-tosyl-3-phenylmethoxy-2-phenylmethoxymethyl-6-piperidyl>ethyl 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:

: 100-39-0
benzyl bromide

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

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.) 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

With sodium tetrahydroborate; dimethylsulfide; titanium tetrachloride; sodium hydride; ozone; In 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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

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

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

7: NaBH₄ / methanol / 1 h / 0 °C

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

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