(4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one

Base Information

Chemical Name:(4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one
CAS No.:314774-18-0
Molecular Formula:C₃₆H₆₄O₆Si₂
Molecular Weight:649.072
Hs Code.:

(4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one

Synonyms:(4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one

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Chemical Property of (4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one

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Technology Process of (4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one

There total 13 articles about (4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one 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: 63.0%

: 473670-94-9
6-(tert-butyl-dimethyl-silanyloxy)-1-[4-(tert-butyl-dimethyl-silanyloxy)-1,2,2-trimethyl-cyclopentyl]-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-4-en-3-ol

: 314774-18-0
(4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; 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

: 314774-18-0
(4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 93 percent / pyridine / 16 h / 20 °C

2.1: 28 percent / MCPBA / CH₂Cl₂ / 1 h / 0 °C

3.1: 63 percent / (p-BrC₆H₄)3N(+)*SbCl₆(-) / CH₂Cl₂ / 0.5 h / 20 °C

4.1: 78 percent / NaBH₄ / methanol / 0.5 h / 0 °C

5.1: 80 percent / (i-Pr)2NEt / CH₂Cl₂ / 16 h / 20 °C

6.1: 99 percent / LAH / diethyl ether / 0.5 h / 0 °C

7.1: 93 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 20 °C

8.1: t-BuLi / diethyl ether; pentane / 0.17 h / -78 °C

8.2: 95 percent / diethyl ether; pentane / -78 °C

9.1: 63 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 16 h / 20 °C

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; tert.-butyl lithium; 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; pentane;
DOI:10.1039/b201228f

Reference yield:

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

: 314774-18-0
(4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 28 percent / MCPBA / CH₂Cl₂ / 1 h / 0 °C

2.1: 63 percent / (p-BrC₆H₄)3N(+)*SbCl₆(-) / CH₂Cl₂ / 0.5 h / 20 °C

3.1: 78 percent / NaBH₄ / methanol / 0.5 h / 0 °C

4.1: 80 percent / (i-Pr)2NEt / CH₂Cl₂ / 16 h / 20 °C

5.1: 99 percent / LAH / diethyl ether / 0.5 h / 0 °C

6.1: 93 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 20 °C

7.1: t-BuLi / diethyl ether; pentane / 0.17 h / -78 °C

7.2: 95 percent / diethyl ether; pentane / -78 °C

8.1: 63 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 16 h / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; tert.-butyl lithium; 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; pentane;
DOI:10.1039/b201228f