(4S,5S,6R,9S)-5-Hydroxy-9-methoxy-11-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-methylene-undecan-3-one

Base Information

Chemical Name:(4S,5S,6R,9S)-5-Hydroxy-9-methoxy-11-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-methylene-undecan-3-one
CAS No.:199857-56-2
Molecular Formula:C₂₄H₃₈O₅
Molecular Weight:406.563
Hs Code.:

Synonyms:(4S,5S,6R,9S)-5-Hydroxy-9-methoxy-11-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-methylene-undecan-3-one

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Chemical Property of (4S,5S,6R,9S)-5-Hydroxy-9-methoxy-11-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-methylene-undecan-3-one

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Technology Process of (4S,5S,6R,9S)-5-Hydroxy-9-methoxy-11-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-methylene-undecan-3-one

There total 14 articles about (4S,5S,6R,9S)-5-Hydroxy-9-methoxy-11-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-methylene-undecan-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: 81.0%

: 120312-94-9
C₁₈H₃₃BO

: 199857-53-9
(2R,5S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-3-methylene-heptanal

: 199857-56-2
(4S,5S,6R,9S)-5-Hydroxy-9-methoxy-11-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-methylene-undecan-3-one

Guidance literature:: -78 deg C, 4 h then -20 deg C, 16 h;
DOI:10.1016/S0040-4039(97)10126-5

Reference yield:

: 199857-42-6
(S)-3-methyl-4-(triisopropylsiloxy)-butan-2-one

: 199857-56-2
(4S,5S,6R,9S)-5-Hydroxy-9-methoxy-11-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-methylene-undecan-3-one

Guidance literature:: Multi-step reaction with 11 steps

1: Et₃N / diethyl ether / 0.5 h / 0 °C

2: - 78 deg C, 5-6 h then -20 deg C, 16 h

3: 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

4: toluene / 1.5 h / 110 °C

5: PPTS / methanol; CH₂Cl₂ / 0.17 h / 20 °C

6: DEAD, PPh₃ / benzene / 0.33 h / 20 °C

7: 1.) K₂CO₃; 2.) PPh₃ / methanol / 3 h

8: di-tert-butylpyridine / CH₂Cl₂ / 1 h / 0 - 20 °C

9: CSA / methanol; CH₂Cl₂ / 63 h / 20 °C

10: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

11: 81 percent / -78 deg C, 4 h then -20 deg C, 16 h

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; potassium carbonate; Dess-Martin periodane; triethylamine; triphenylphosphine; Di-tert-butylpyridine; diethylazodicarboxylate; In methanol; diethyl ether; dichloromethane; toluene; benzene;
DOI:10.1016/S0040-4039(97)10126-5

Reference yield:

: 565-69-5
ethyl isopropyl ketone

: 199857-56-2
(4S,5S,6R,9S)-5-Hydroxy-9-methoxy-11-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-methylene-undecan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / diethyl ether / 1 h / 0 °C

2: 81 percent / -78 deg C, 4 h then -20 deg C, 16 h

With triethylamine; In diethyl ether;
DOI:10.1016/S0040-4039(97)10126-5