(2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate

Base Information

Chemical Name:(2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate
CAS No.:176209-11-3
Molecular Formula:C₂₃H₂₇NO₆S
Molecular Weight:445.536
Hs Code.:

Synonyms:(2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate

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Chemical Property of (2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate

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Technology Process of (2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate

There total 5 articles about (2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate 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: 91.7%

: 65-85-0,8013-63-6
benzoic acid

: 176209-10-2
(2R,3R,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydropyridin-3-ol

: 176209-11-3
(2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate

Guidance literature:: With thiamine diphosphate; diethylazodicarboxylate; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/0040-4039(96)00041-X

Reference yield:

: 176209-08-8
(2R,6R)-N-Tosyl-6-hydroxy-2-methoxymethyl-1,2,3,6-tetrahydropyridin-3-one

: 176209-11-3
(2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 76.5 percent / BF₃*OEt₂, MS 4A / tetrahydrofuran / 3 h / 0 °C

2: 72.3 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 1 h / -30 °C

3: 91.7 percent / DEAD, PPh₃ / tetrahydrofuran / 3 h / Ambient temperature

With sodium tetrahydroborate; cerium(III) chloride; boron trifluoride diethyl etherate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1039/a605128f

Reference yield:

: 176209-09-9
(2R,6R)-N-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydropyridin-3-one

: 176209-11-3
(2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 72.3 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 1 h / -30 °C

2: 91.7 percent / DEAD, PPh₃ / tetrahydrofuran / 3 h / Ambient temperature

With sodium tetrahydroborate; cerium(III) chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1039/a605128f