(1S,2R)-(-)-cis-1-[(2S,4S,6R)-4-hydroxymethyl-6-methyl-2-phenylpiperidin-1-yl]-7-isopropylindan-2-ol

Base Information

Chemical Name:(1S,2R)-(-)-cis-1-[(2S,4S,6R)-4-hydroxymethyl-6-methyl-2-phenylpiperidin-1-yl]-7-isopropylindan-2-ol
CAS No.:910106-26-2
Molecular Formula:C₂₅H₃₃NO₂
Molecular Weight:379.543
Hs Code.:

Synonyms:(1S,2R)-(-)-cis-1-[(2S,4S,6R)-4-hydroxymethyl-6-methyl-2-phenylpiperidin-1-yl]-7-isopropylindan-2-ol

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Chemical Property of (1S,2R)-(-)-cis-1-[(2S,4S,6R)-4-hydroxymethyl-6-methyl-2-phenylpiperidin-1-yl]-7-isopropylindan-2-ol

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Technology Process of (1S,2R)-(-)-cis-1-[(2S,4S,6R)-4-hydroxymethyl-6-methyl-2-phenylpiperidin-1-yl]-7-isopropylindan-2-ol

There total 13 articles about (1S,2R)-(-)-cis-1-[(2S,4S,6R)-4-hydroxymethyl-6-methyl-2-phenylpiperidin-1-yl]-7-isopropylindan-2-ol 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: 81.0%

: 910106-21-7
(5-isopropyl-4-phenyl-1,3,4,9,9a,10a-hexahydro-2H,4bH-10-oxa-4a-aza-indeno[1,2-a]inden-2-yl)-methanol

: 917-64-6
methyl magnesium iodide

: 910106-26-2
(1S,2R)-(-)-cis-1-[(2S,4S,6R)-4-hydroxymethyl-6-methyl-2-phenylpiperidin-1-yl]-7-isopropylindan-2-ol

Guidance literature:: With copper(l) iodide; In diethyl ether; at 0 - 20 ℃;
DOI:10.1021/ol0614065

Reference yield: 58.0%

: 910106-24-0
(5-isopropyl-4-phenyl-1,3,4,9,9a,10a-hexahydro-2H,4bH-10-oxa-4a-aza-indeno[1,2-a]inden-2-yl)-methanol

: 917-64-6
methyl magnesium iodide

: 910106-26-2
(1S,2R)-(-)-cis-1-[(2S,4S,6R)-4-hydroxymethyl-6-methyl-2-phenylpiperidin-1-yl]-7-isopropylindan-2-ol

Guidance literature:: In diethyl ether; at 0 - 20 ℃; for 3h; optical yield given as %de; stereoselective reaction;
DOI:10.1021/jo202350z

Reference yield:

: 461640-97-1
(1S,2R)-(-)-cis-1-amino-7-isopropylindan-2-ol

: 910106-26-2
(1S,2R)-(-)-cis-1-[(2S,4S,6R)-4-hydroxymethyl-6-methyl-2-phenylpiperidin-1-yl]-7-isopropylindan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / 4 Angstroem molecular sieves; LiCl; P(2-furyl)3 / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / dimethylformamide / 1 h / 80 °C

2: 52 percent / Mg / 3 h / 20 °C

3: 99 percent / Red-Al(R) / toluene / 2 h / 0 °C

4: 81 percent / CuI / diethyl ether / 0 - 20 °C

With copper(l) iodide; trifuran-2-yl-phosphane; 4 A molecular sieve; magnesium; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0614065