(3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one

Base Information

Chemical Name:(3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one
CAS No.:207789-85-3
Molecular Formula:C₂₉H₅₄O₅Si₂
Molecular Weight:538.916
Hs Code.:

Synonyms:(3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one

Suppliers and Price of (3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one

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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 (3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one

There total 13 articles about (3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-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: 71.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 207789-84-2
(3R,4S,5R,7S)-3,4-Dihydroxy-7-(4-methoxy-benzyloxy)-5-methyl-octan-2-one

: 207789-85-3
(3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 40 ℃; for 96h;

Reference yield:

: C₂₉H₅₆O₅Si₂

: 207789-85-3
(3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one

Guidance literature:: C₂₉H₅₆O₅Si₂; With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 20 ℃; for 0.25h; Inert atmosphere;

With sulfur trioxide pyridine complex; In dimethyl sulfoxide; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/anie.201204992

Reference yield:

: 274693-86-6
(2R,4S)-4-(4-Methoxy-benzyloxy)-2-methyl-pentanal

: 207789-85-3
(3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / NaH / tetrahydrofuran / 3 h / Ambient temperature

2: 90 percent / H2O, AD mix-α, K2OsO2(OH)4, NaHCO3, CH3SO2NH2 / 2-methyl-propan-2-ol / 20 h / 0 °C

3: 71 percent / imidazole, DMAP / dimethylformamide / 96 h / 40 °C

With 1H-imidazole; dmap; AD-mix-α; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; water; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;