<2R,3S,4R,5S,6S>-2-<(4-methoxyphenyl)methoxy>-3,4,6-trihydroxy-N,5-dimethyl-4,6-O--7-methylene-N-methoxyoctanamide

Base Information

Chemical Name:<2R,3S,4R,5S,6S>-2-<(4-methoxyphenyl)methoxy>-3,4,6-trihydroxy-N,5-dimethyl-4,6-O--7-methylene-N-methoxyoctanamide
CAS No.:129986-24-9
Molecular Formula:C₂₈H₄₇NO₇Si
Molecular Weight:537.769
Hs Code.:

<2R,3S,4R,5S,6S>-2-<(4-methoxyphenyl)methoxy>-3,4,6-trihydroxy-N,5-dimethyl-4,6-O-<bis(1,1-dimethylethyl)silylene>-7-methylene-N-methoxyoctanamide

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Chemical Property of <2R,3S,4R,5S,6S>-2-<(4-methoxyphenyl)methoxy>-3,4,6-trihydroxy-N,5-dimethyl-4,6-O--7-methylene-N-methoxyoctanamide

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Technology Process of <2R,3S,4R,5S,6S>-2-<(4-methoxyphenyl)methoxy>-3,4,6-trihydroxy-N,5-dimethyl-4,6-O--7-methylene-N-methoxyoctanamide

There total 24 articles about <2R,3S,4R,5S,6S>-2-<(4-methoxyphenyl)methoxy>-3,4,6-trihydroxy-N,5-dimethyl-4,6-O--7-methylene-N-methoxyoctanamide 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:

: (R)-3-((4R,5S,6S)-2,2-Di-tert-butyl-6-isopropenyl-5-methyl-[1,3,2]dioxasilinan-4-yl)-N-methoxy-2-(4-methoxy-benzyloxy)-N-methyl-3-oxo-propionamide

: 129986-24-9,130011-57-3
<2S,3S,4R,5S,6S>-2-<(4-methoxyphenyl)methoxy>-3,4,6-trihydroxy-N,5-dimethyl-4,6-O--7-methylene-N-methoxyoctanamide

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -24 ℃; for 0.75h; Yield given;
DOI:10.1021/ja00175a038

Reference yield:

: 88920-24-5
p-methoxybenzyloxy acetic acid

: 129986-24-9,130011-57-3
<2S,3S,4R,5S,6S>-2-<(4-methoxyphenyl)methoxy>-3,4,6-trihydroxy-N,5-dimethyl-4,6-O--7-methylene-N-methoxyoctanamide

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / diethyl ether / 1.58 h / -78 - 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) a) ether, -70 deg C, 45 min, b) 0 deg C, 6 h

4: 1.) Me₃Al / 1.) THF, toluene, RT, 15 min, 2.) 0 deg C, 2.25 h

5: Dess-Martin periodinane, pyridine / CH₂Cl₂ / 0.83 h / Ambient temperature

6: L-Selectride / tetrahydrofuran / 0.75 h / -24 °C

With pyridine; n-butyllithium; trimethylaluminum; L-Selectride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00175a038

Reference yield:

: 88920-24-5
p-methoxybenzyloxy acetic acid

: 129986-24-9,130011-57-3
<2R,3S,4R,5S,6S>-2-<(4-methoxyphenyl)methoxy>-3,4,6-trihydroxy-N,5-dimethyl-4,6-O--7-methylene-N-methoxyoctanamide

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / diethyl ether / 1.58 h / -78 - 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) a) ether, -70 deg C, 45 min, b) 0 deg C, 6 h

4: 1.) Me₃Al / 1.) THF, toluene, RT, 15 min, 2.) 0 deg C, 2.25 h

With n-butyllithium; trimethylaluminum; triethylamine; In diethyl ether;
DOI:10.1021/ja00175a038