(3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide
CAS No.:609828-66-2
Molecular Formula:C₁₇H₂₇NO₅
Molecular Weight:325.405
Hs Code.:

Synonyms:(3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide

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Chemical Property of (3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide

Chemical Property:

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Technology Process of (3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide

There total 4 articles about (3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide 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:

: 609828-34-4
2-{6-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]-(4S,2R,6R)-2-phenyl-(1,3-dioxan-4-yl)}-N-methoxy-N-methylacetamide

: 609828-66-2
(3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide

Guidance literature:: With zinc trifluoromethanesulfonate; sodium hydrogencarbonate; ethanethiol; In dichloromethane; for 20h;
DOI:10.1021/ja027638q

Reference yield:

: 89046-67-3
(2S,3R)-2-methyl-1-(phenylmethoxy)hex-5-en-3-ol

: 609828-66-2
(3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / imidazole / CH₂Cl₂ / 3 h

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

2.3: 86 percent / CH₂Cl₂ / 6 h / Heating

3.1: 76 percent / potassium hexamethyldisilazide / tetrahydrofuran / 1.17 h / 0 °C

4.1: zinc(II) triflate; sodium bicarbonate; EtSH / CH₂Cl₂ / 20 h

With 1H-imidazole; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; sodium hydrogencarbonate; ozone; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja027638q

Reference yield:

: 609828-32-2
(2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide

: 609828-66-2
(3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / potassium hexamethyldisilazide / tetrahydrofuran / 1.17 h / 0 °C

2: zinc(II) triflate; sodium bicarbonate; EtSH / CH₂Cl₂ / 20 h

With potassium hexamethylsilazane; zinc trifluoromethanesulfonate; sodium hydrogencarbonate; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja027638q