(2S,3S)-3-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methyl-oxirane-2-carbaldehyde

Base Information

Chemical Name:(2S,3S)-3-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methyl-oxirane-2-carbaldehyde
CAS No.:221290-62-6
Molecular Formula:C₁₈H₃₀O₄
Molecular Weight:310.434
Hs Code.:

Synonyms:(2S,3S)-3-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methyl-oxirane-2-carbaldehyde

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Chemical Property of (2S,3S)-3-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methyl-oxirane-2-carbaldehyde

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Technology Process of (2S,3S)-3-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methyl-oxirane-2-carbaldehyde

There total 9 articles about (2S,3S)-3-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methyl-oxirane-2-carbaldehyde 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: 98.0%

: 221290-60-4
{(2R,3S)-3-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl]-2-methyl-oxiranyl}-methanol

: 221290-62-6
(2S,3S)-3-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methyl-oxirane-2-carbaldehyde

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(98)80045-2

Reference yield:

: 33375-08-5
(R)-5-isopropyl-2-methylcyclohex-2-enone

: 221290-62-6
(2S,3S)-3-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methyl-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) MeMgBr, FeCl₃, TEA, DMPU; 2.) BF₃*Et₂O / 1.) Et₂O, -20 deg C to r.t.; 2.) CH₂Cl₂, -70 deg C

2: 1.) L-selectride; 2.) TEA, DMAP / 1.) THF, -78 deg C; 2.) CH₂Cl₂

3: 1.) LiN(TMS)2, TBDMSCl, DMPU; 3.) NaOH / 1.) THF, -78 deg C to r.t.; 2.) xylene, 190 deg C, 5 h; 3.) THF

4: 91 percent / LiAlH₄ / diethyl ether / Ambient temperature

5: 100 percent / Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

6: NaH / 1,2-dimethoxy-ethane / Ambient temperature

7: 96 percent / LiAlH₄ / diethyl ether / Ambient temperature

8: (+)-diethyl tartrate, Ti(OiPr)4, tBuOOH / CH₂Cl₂; various solvent(s) / -20 °C

9: 98 percent / Dess-Martin periodinane, pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; lithium aluminium tetrahydride; TEA; boron trifluoride diethyl etherate; methylmagnesium bromide; iron(III) chloride; L-Selectride; sodium hydride; Dess-Martin periodane; tert-butyldimethylsilyl chloride; (+)-Weinsaeure-diethylester; lithium hexamethyldisilazane; In 1,2-dimethoxyethane; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(98)80045-2

Reference yield:

: 221290-56-8
[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetic acid

: 221290-62-6
(2S,3S)-3-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methyl-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / LiAlH₄ / diethyl ether / Ambient temperature

2: 100 percent / Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

3: NaH / 1,2-dimethoxy-ethane / Ambient temperature

4: 96 percent / LiAlH₄ / diethyl ether / Ambient temperature

5: (+)-diethyl tartrate, Ti(OiPr)4, tBuOOH / CH₂Cl₂; various solvent(s) / -20 °C

6: 98 percent / Dess-Martin periodinane, pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; sodium hydride; Dess-Martin periodane; (+)-Weinsaeure-diethylester; In 1,2-dimethoxyethane; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(98)80045-2