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

Base Information

Chemical Name:3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propanal
CAS No.:314774-17-9
Molecular Formula:C₂₆H₄₄O₅Si
Molecular Weight:464.718
Hs Code.:

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

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

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

There total 11 articles about 3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propanal 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: 93.0%

: 473670-89-2
3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propan-1-ol

: 314774-17-9
3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propanal

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 1h;
DOI:10.1039/b201228f

Reference yield:

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

: 314774-17-9
3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propanal

Guidance literature:: Multi-step reaction with 6 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

5: 99 percent / LAH / diethyl ether / 0.5 h / 0 °C

6: 93 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; tris(p-bromophenylammoniumyl) hexachloroantimonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1039/b201228f

Reference yield:

: 314774-12-4
2-[(1S,4S,6R)-4-tert-butyldimethylsilyloxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethyl acetate

: 314774-17-9
3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propanal

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / (p-BrC₆H₄)3N(+)*SbCl₆(-) / CH₂Cl₂ / 0.5 h / 20 °C

2: 78 percent / NaBH₄ / methanol / 0.5 h / 0 °C

3: 80 percent / (i-Pr)2NEt / CH₂Cl₂ / 16 h / 20 °C

4: 99 percent / LAH / diethyl ether / 0.5 h / 0 °C

5: 93 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; tris(p-bromophenylammoniumyl) hexachloroantimonate; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1039/b201228f