3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate

Base Information

Chemical Name:3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate
CAS No.:314774-16-8
Molecular Formula:C₂₈H₄₈O₆Si
Molecular Weight:508.771
Hs Code.:

Synonyms:3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate

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Chemical Property of 3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate

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Technology Process of 3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate

There total 8 articles about 3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate 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: 80.0%

: 88023-78-3
para-methoxybenzyl chloride

: 473670-92-7
Acetic acid 3-[(1R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2,2-trimethyl-cyclopentyl]-3-hydroxy-propyl ester

: 314774-16-8
3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1039/b201228f

Reference yield:

: 408357-89-1
2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol

: 314774-16-8
3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / pyridine / 16 h / 20 °C

2: 28 percent / MCPBA / CH₂Cl₂ / 1 h / 0 °C

3: 63 percent / (p-BrC₆H₄)3N(+)*SbCl₆(-) / CH₂Cl₂ / 0.5 h / 20 °C

4: 78 percent / NaBH₄ / methanol / 0.5 h / 0 °C

5: 80 percent / (i-Pr)2NEt / CH₂Cl₂ / 16 h / 20 °C

With pyridine; sodium tetrahydroborate; tris(p-bromophenylammoniumyl) hexachloroantimonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;
DOI:10.1039/b201228f

Reference yield:

: 314774-15-7
2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate

: 314774-16-8
3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 28 percent / MCPBA / CH₂Cl₂ / 1 h / 0 °C

2: 63 percent / (p-BrC₆H₄)3N(+)*SbCl₆(-) / CH₂Cl₂ / 0.5 h / 20 °C

3: 78 percent / NaBH₄ / methanol / 0.5 h / 0 °C

4: 80 percent / (i-Pr)2NEt / CH₂Cl₂ / 16 h / 20 °C

With sodium tetrahydroborate; tris(p-bromophenylammoniumyl) hexachloroantimonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;
DOI:10.1039/b201228f