(1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde

Base Information

Chemical Name:(1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde
CAS No.:219136-39-7
Molecular Formula:C₂₆H₄₂O₆
Molecular Weight:450.616
Hs Code.:

(1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde

Synonyms:(1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde

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Chemical Property of (1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde

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Technology Process of (1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde

There total 5 articles about (1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde 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%

: 219136-72-8
(1S,4S)-1-[(R)-2-((1S,2S,6S)-6-tert-Butoxy-2-hydroxymethyl-1-methyl-3-methylene-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol

: 219136-39-7
(1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In acetonitrile; for 0.5h; Ambient temperature;
DOI:10.1016/S0957-4166(99)00062-2

Reference yield:

: [(1S,2S,3S)-3-tert-Butoxy-2-((S)-2-methoxymethoxy-2-tributylstannanyl-ethyl)-2-methyl-6-methylene-cyclohexylmethoxy]-tert-butyl-dimethyl-silane

: 219136-39-7
(1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) nBuLi / 1.) THF, -78 deg C, 10 min, 2.) THF, -78 deg C, 20 min

2: nBu₄NF / tetrahydrofuran / 2.5 h / 50 °C

3: 86 percent / nPr₄NRuO₄, NMO, 4A molecular sieves / acetonitrile / 0.5 h / Ambient temperature

With n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0957-4166(99)00062-2

Reference yield:

: (1S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-2-enol

: 219136-39-7
(1S,2S,3S)-3-tert-Butoxy-2-[(R)-2-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-2-methoxymethoxy-ethyl]-2-methyl-6-methylene-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: nBuLi / tetrahydrofuran / -70 °C

2: 90 percent / nBu₄NF / tetrahydrofuran / 2.5 h / 50 °C

3: 85 percent / TPAP, NMO, 4 Angstroem molecular sieves / acetonitrile / 0.5 h / Ambient temperature

With n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4039(98)02067-X