(2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one

Base Information

Chemical Name:(2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one
CAS No.:236401-63-1
Molecular Formula:C₂₆H₃₆O₅
Molecular Weight:428.569
Hs Code.:

Synonyms:(2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one

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Chemical Property of (2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one

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Technology Process of (2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one

There total 5 articles about (2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-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: 96.0%

: 236401-59-5
(2R,3R)-3-(4-methoxybenzyloxy)-2-methyl-1-butanal

: 116546-78-2
(S)-1-benzyloxy-2-methylpentan-3-one

: 236401-63-1
(2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one

Guidance literature:: (S)-1-benzyloxy-2-methylpentan-3-one; With dicyclohexylboron chloride; triethylamine; In diethyl ether; at -10 - 0 ℃; for 2h;

(2R,3R)-3-(4-methoxybenzyloxy)-2-methyl-1-butanal; In diethyl ether; at -78 - -20 ℃; for 19h;

With dihydrogen peroxide; In methanol; at 0 ℃; for 2h; pH=7; Further stages.;
DOI:10.1021/ol990004c

Reference yield:

: 236401-60-8
(2S,4R,5R)-5-hydroxy-4-methyl-3-oxohexan-2-yl benzoate

: 236401-63-1
(2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / triflic acid / diethyl ether / 4 h / 20 °C

2.1: NaBH₄ / methanol / 0.5 h / 20 °C

3.1: 8.02 g / K₂CO₃ / methanol / 4 h / 20 °C

4.1: 96 percent / NaIO₄ / methanol; H₂O / 1 h / 20 °C

5.1: dicyclohexylboron chloride; Et₃N / diethyl ether / 2 h / -10 - 0 °C

5.2: diethyl ether / 19 h / -78 - -20 °C

5.3: 96 percent / aq. H₂O₂ / methanol; various solvent(s) / 2 h / 0 °C / pH 7

With sodium tetrahydroborate; sodium periodate; trifluorormethanesulfonic acid; dicyclohexylboron chloride; potassium carbonate; triethylamine; In methanol; diethyl ether; water;
DOI:10.1021/ol990004c

Reference yield:

: C₂₂H₂₈O₅

: 236401-63-1
(2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 8.02 g / K₂CO₃ / methanol / 4 h / 20 °C

2.1: 96 percent / NaIO₄ / methanol; H₂O / 1 h / 20 °C

3.1: dicyclohexylboron chloride; Et₃N / diethyl ether / 2 h / -10 - 0 °C

3.2: diethyl ether / 19 h / -78 - -20 °C

3.3: 96 percent / aq. H₂O₂ / methanol; various solvent(s) / 2 h / 0 °C / pH 7

With sodium periodate; dicyclohexylboron chloride; potassium carbonate; triethylamine; In methanol; diethyl ether; water;
DOI:10.1021/ol990004c