(4R)-3-[(1S,2S)-2-allyl-1-hydroxycyclohexyl]-4-methoxy-4-vinyl-2-cyclopenten-1-one

Base Information

Chemical Name:(4R)-3-[(1S,2S)-2-allyl-1-hydroxycyclohexyl]-4-methoxy-4-vinyl-2-cyclopenten-1-one
CAS No.:303728-68-9
Molecular Formula:C₁₇H₂₄O₃
Molecular Weight:276.376
Hs Code.:

Synonyms:(4R)-3-[(1S,2S)-2-allyl-1-hydroxycyclohexyl]-4-methoxy-4-vinyl-2-cyclopenten-1-one

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Chemical Property of (4R)-3-[(1S,2S)-2-allyl-1-hydroxycyclohexyl]-4-methoxy-4-vinyl-2-cyclopenten-1-one

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Technology Process of (4R)-3-[(1S,2S)-2-allyl-1-hydroxycyclohexyl]-4-methoxy-4-vinyl-2-cyclopenten-1-one

There total 4 articles about (4R)-3-[(1S,2S)-2-allyl-1-hydroxycyclohexyl]-4-methoxy-4-vinyl-2-cyclopenten-1-one 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: 86.0%

: 303728-66-7
(1S,2S)-2-allyl-1-[(3R,5R)-3-hydroxy-5-methoxy-5-vinyl-1-cyclopenten-1-yl]cyclohexanol

: 303728-68-9
(4R)-3-[(1S,2S)-2-allyl-1-hydroxycyclohexyl]-4-methoxy-4-vinyl-2-cyclopenten-1-one

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; for 36h; Heating;
DOI:10.1021/ja001813q

Reference yield:

: 94-66-6
2-allylcyclohexan-1-one

: 303728-68-9
(4R)-3-[(1S,2S)-2-allyl-1-hydroxycyclohexyl]-4-methoxy-4-vinyl-2-cyclopenten-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: CeCl₃ / tetrahydrofuran; hexane / 2 h / 20 °C

1.2: t-BuLi / tetrahydrofuran; hexane / 4 h / -78 °C

2.1: 89 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

3.1: 86 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 36 h / Heating

With N-methyl-2-indolinone; cerium(III) chloride; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja001813q

Reference yield:

: C₁₄H₂₅LiO₂Si

: 303728-68-9
(4R)-3-[(1S,2S)-2-allyl-1-hydroxycyclohexyl]-4-methoxy-4-vinyl-2-cyclopenten-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: CeCl₃ / tetrahydrofuran; hexane / 2 h / 20 °C

1.2: t-BuLi / tetrahydrofuran; hexane / 4 h / -78 °C

2.1: 89 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

3.1: 86 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 36 h / Heating

With N-methyl-2-indolinone; cerium(III) chloride; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja001813q