[(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

Base Information

Chemical Name:[(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
CAS No.:182624-84-6
Molecular Formula:C₂₃H₄₆O₆Si
Molecular Weight:446.7
Hs Code.:

[(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

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Chemical Property of [(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

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Technology Process of [(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

There total 11 articles about [(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 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:

: 182624-82-4
2,2-Dimethyl-propionic acid (1S,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxymethyl-2-methyl-cyclohexylmethyl ester

: 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

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; Yield given;
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

: 182624-84-6
[(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

Guidance literature:: Multi-step reaction with 10 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

With pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; dimethylsulfide; diisobutylaluminium hydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; pyridine; methanol; 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

: 182624-84-6
[(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

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / pyridine / 0 °C

2: imidazole / dimethylformamide / Ambient temperature

3: DIBAL-H / toluene / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In pyridine; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4039(96)01585-7