(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanal

Base Information

Chemical Name:(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanal
CAS No.:90074-11-6
Molecular Formula:C₂₄H₄₂O₄Si
Molecular Weight:422.681
Hs Code.:

Synonyms:(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanal

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanal

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Technology Process of (2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanal

There total 12 articles about (2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanal 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: 98.0%

: 114144-63-7
(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol

: 90074-11-6
(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 ℃; for 1h;
DOI:10.1248/cpb.35.2196

Reference yield:

: 90093-98-4
(2S,3R,5S,6S)-2-isopropyloxy-3,5-dimethyl-6-<1(S)-methyl-2-hydroxyethyl>tetrahydropyran

: 90074-11-6
(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanal

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / NaH / tetrahydrofuran; dimethylsulfoxide / Ambient temperature

2: 81 percent / 1 N HCl / tetrahydrofuran / 5 h / 50 °C

3: 95 percent / NaBH₄, CaCl₂ / ethanol / 3 h / Ambient temperature

4: 94 percent / imidazole / dimethylformamide / 30 h / 90 °C

5: 77 percent / Bu₄NF / tetrahydrofuran / 10 h / Ambient temperature

6: 98 percent / DMSO, (COCl)2, Et₃N / CH₂Cl₂ / 1 h / -60 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1248/cpb.35.2196

Reference yield:

: 90074-06-9
(2S,5S,6S)-2H-5,6-dihydro-2-isopropyloxy-3,5-dimethyl-6-<1(S)-methyl-2-hydroxyethyl>pyran

: 90074-11-6
(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanal

Guidance literature:: Multi-step reaction with 3 steps

1: H₂, Et₂O / Rh-Al₂O₃

2: 1) NaH; 2) aq. HCl; 3) Ca(BH₄)2

3: 1) pyridine; 2) imidazole; 3) KOH; 4) DMSO, (COCl)2, Et₃N

With pyridine; 1H-imidazole; hydrogenchloride; potassium hydroxide; calcium borohydride; oxalyl dichloride; diethyl ether; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; rhodium on alumina;
DOI:10.1016/S0040-4039(00)84871-6