benzyl 2(R)-<5(R)-ethyl-3(R)-methyl-5-<6(R)-methyl-5-oxo-2(S)-tetrahydropyranyl>-2(R)-tetrahydrofuryl>butyl ether

Base Information

Chemical Name:benzyl 2(R)-<5(R)-ethyl-3(R)-methyl-5-<6(R)-methyl-5-oxo-2(S)-tetrahydropyranyl>-2(R)-tetrahydrofuryl>butyl ether
CAS No.:87678-36-2
Molecular Formula:C₂₄H₃₆O₄
Molecular Weight:388.547
Hs Code.:

Synonyms:benzyl 2(R)-<5(R)-ethyl-3(R)-methyl-5-<6(R)-methyl-5-oxo-2(S)-tetrahydropyranyl>-2(R)-tetrahydrofuryl>butyl ether

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Chemical Property of benzyl 2(R)-<5(R)-ethyl-3(R)-methyl-5-<6(R)-methyl-5-oxo-2(S)-tetrahydropyranyl>-2(R)-tetrahydrofuryl>butyl ether

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Technology Process of benzyl 2(R)-<5(R)-ethyl-3(R)-methyl-5-<6(R)-methyl-5-oxo-2(S)-tetrahydropyranyl>-2(R)-tetrahydrofuryl>butyl ether

There total 18 articles about benzyl 2(R)-<5(R)-ethyl-3(R)-methyl-5-<6(R)-methyl-5-oxo-2(S)-tetrahydropyranyl>-2(R)-tetrahydrofuryl>butyl ether 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: 99.0%

: 87678-35-1
benzyl 2(R)-<5(R)-ethyl-3(R)-methyl-5-<5(R)-hydroxy-6(R)-methyl-2(S)-tetrahydropyranyl>-2(R)-tetrahydrofuryl>butyl ether

: 87678-36-2
benzyl 2(R)-<5(R)-ethyl-3(R)-methyl-5-<6(R)-methyl-5-oxo-2(S)-tetrahydropyranyl>-2(R)-tetrahydrofuryl>butyl ether

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 ℃; for 0.25h;
DOI:10.1021/jo00174a008

Reference yield: 94.0%

: 73657-51-9
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

: 84911-89-7,87678-36-2
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(6(S)-methyl-5-oxo-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature;
DOI:10.1021/ja00345a055

Reference yield:

: 84985-06-8
benzyl 2(S)-<5(S)-carbomethoxy-3(S)-methyl-5-(5,6-dihydro)-5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-pyranyl-2(S)-tetrahydrofuryl>butyl ether

: 84911-89-7,87678-36-2
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(6(S)-methyl-5-oxo-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / H₂ / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature

2: 95 percent / DIBAL / diethyl ether; hexane / 1 h / -78 °C

3: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h

4: 90 percent / H₂ / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature

5: 100 percent / 10percent HCl / tetrahydrofuran; H₂O / 16 h / 50 °C

6: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et₃N / CH₂Cl₂ / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature

With hydrogenchloride; n-butyllithium; oxalyl dichloride; hydrogen; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; Ni(Ra); In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; ethyl acetate;
DOI:10.1021/ja00345a055