(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol

Base Information

Chemical Name:(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol
CAS No.:194149-75-2
Molecular Formula:C₂₅H₃₉NO₄
Molecular Weight:417.589
Hs Code.:

Synonyms:(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol

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Chemical Property of (E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol

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Technology Process of (E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol

There total 24 articles about (E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol 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: 100.0%

: 194149-71-8
(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-1-(tert-butyl-dimethylsiloxy)-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadiene

: 194149-75-2
(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ja0206700

Reference yield:

: 238746-03-7
(2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol

: 194149-75-2
(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / H₂ / 10 percent Pd/C / methanol / 0.67 h

2: CH₂Cl₂

3: 94 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h

4: 1.) LDA / 1.) THF, 10 min, 2.) THF, 10 min

5: BF₃*Et₂O, EtSH / CH₂Cl₂ / 0.5 h

With boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; ethanethiol; lithium diisopropyl amide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja9811243

Reference yield:

: (1R,2R,6S,8R)-4-[(2S,3S)-2-Azido-4-(4-methoxy-benzyloxy)-3-methyl-butyl]-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane

: 194149-75-2
(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / H₂O₂, aq. NaOH

2: 100 percent / H₂ / 10 percent Pd/C / methanol / 0.67 h

3: CH₂Cl₂

4: 94 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h

5: 1.) LDA / 1.) THF, 10 min, 2.) THF, 10 min

6: BF₃*Et₂O, EtSH / CH₂Cl₂ / 0.5 h

With sodium hydroxide; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; Dess-Martin periodane; ethanethiol; lithium diisopropyl amide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja9811243