(1S,2R,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexanecarbaldehyde

Base Information

Chemical Name:(1S,2R,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexanecarbaldehyde
CAS No.:182624-86-8
Molecular Formula:C₂₃H₄₄O₆Si
Molecular Weight:444.684
Hs Code.:

(1S,2R,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexanecarbaldehyde

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Chemical Property of (1S,2R,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexanecarbaldehyde

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Technology Process of (1S,2R,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexanecarbaldehyde

There total 11 articles about (1S,2R,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-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:

: 182624-84-6
[(1S,2S,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexyl]-methanol

: 182624-86-8
(1S,2R,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexanecarbaldehyde

Guidance literature:: With dipyridinium dichromate; 4 A molecular sieve; In dichloromethane; Ambient temperature;
DOI:10.1016/0040-4039(96)01585-7

Reference yield:

: 127642-52-8
ethyl (E)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methyl-2-propenoate

: 182624-86-8
(1S,2R,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 11 steps

1: 74 percent / LDA / tetrahydrofuran / -78 °C

2: NaBH₄ / methanol / 0 °C

3: pyridine / 0 °C

4: DBU / toluene / 100 °C

5: 1.) O₃, pyridine, Me₂S; 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -78 deg C; 2.) 0 deg C

6: 99 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 50 °C

7: 88 percent / LiAlH₄ / tetrahydrofuran / 0 °C

8: 75 percent / pyridine / 0 °C

9: imidazole / dimethylformamide / Ambient temperature

10: DIBAL-H / toluene / -78 °C

11: PDC, 4 Angstroem molecular sieves / CH₂Cl₂ / Ambient temperature

With pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; dipyridinium dichromate; dimethylsulfide; 4 A molecular sieve; diisobutylaluminium hydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4039(96)01585-7

Reference yield:

: 182624-80-2
[(1S,2S,3R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-hydroxymethyl-3-methoxymethoxymethyl-1-methyl-cyclohexyl]-methanol

: 182624-86-8
(1S,2R,3S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / pyridine / 0 °C

2: imidazole / dimethylformamide / Ambient temperature

3: DIBAL-H / toluene / -78 °C

4: PDC, 4 Angstroem molecular sieves / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; dipyridinium dichromate; 4 A molecular sieve; diisobutylaluminium hydride; In pyridine; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4039(96)01585-7