N-<(phenyloxy)carbonyl>-10-oxo-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,7,8,9,10-hexahydrophenanthridine

Base Information

Chemical Name:N-<(phenyloxy)carbonyl>-10-oxo-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,7,8,9,10-hexahydrophenanthridine
CAS No.:144019-89-6
Molecular Formula:C₃₄H₃₅NO₅Si
Molecular Weight:565.741
Hs Code.:

Synonyms:N-<(phenyloxy)carbonyl>-10-oxo-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,7,8,9,10-hexahydrophenanthridine

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Chemical Property of N-<(phenyloxy)carbonyl>-10-oxo-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,7,8,9,10-hexahydrophenanthridine

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Technology Process of N-<(phenyloxy)carbonyl>-10-oxo-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,7,8,9,10-hexahydrophenanthridine

There total 1 articles about N-<(phenyloxy)carbonyl>-10-oxo-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,7,8,9,10-hexahydrophenanthridine 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:

: 144019-88-5,144071-08-9
N-<(phenyloxy)carbonyl>-10-<(tert-butyldimethylsilyl)oxy>-6a,10a-epoxy-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,6a,7,8,9,10,10a-octahydrophenanthridine

: 144019-89-6
N-<(phenyloxy)carbonyl>-10-oxo-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,7,8,9,10-hexahydrophenanthridine

Guidance literature:: With boron trifluoride diethyl etherate; water; hydrogen bromide; Yield given. Multistep reaction; 1.) CHCl₃, 25 deg C, 10 min, 2.) CHCl₃, CH₂Cl₂, 25 deg C, 40 min;
DOI:10.1021/ja00049a023

Reference yield:

: 144019-89-6
N-<(phenyloxy)carbonyl>-10-oxo-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,7,8,9,10-hexahydrophenanthridine

: 135106-81-9
C₃₁H₂₇NO₅

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) AgNO₃, 2.) KCN / 1.) THF, EtOH, H₂O, 25 deg C, 1 h, 2.) THF, EtOH, H₂O, 25 deg C, 10 min

2: 45 percent / m-CPBA, sat. aq. NaHCO₃ / CH₂Cl₂ / 0.17 h / 25 °C

3: LDA / toluene; cyclohexane / 0.33 h / -78 °C

4: 58 percent / DMAP / CH₂Cl₂ / 22 h / 25 °C

5: 69 percent / AIBN, n-Bu₃SnH / toluene / 1 h / 80 °C

With dmap; potassium cyanide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydrogencarbonate; silver nitrate; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In dichloromethane; cyclohexane; toluene;
DOI:10.1021/ja00049a023

Reference yield:

: 144019-89-6
N-<(phenyloxy)carbonyl>-10-oxo-3-(trimethylacetoxy)-6-<6-(trimethylsilyl)-3(Z)-hexene-1,5-diynyl>-5,6,7,8,9,10-hexahydrophenanthridine

: 135106-80-8
C₃₁H₂₇NO₆

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) AgNO₃, 2.) KCN / 1.) THF, EtOH, H₂O, 25 deg C, 1 h, 2.) THF, EtOH, H₂O, 25 deg C, 10 min

2: 45 percent / m-CPBA, sat. aq. NaHCO₃ / CH₂Cl₂ / 0.17 h / 25 °C

3: LDA / toluene; cyclohexane / 0.33 h / -78 °C

With potassium cyanide; sodium hydrogencarbonate; silver nitrate; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In dichloromethane; cyclohexane; toluene;
DOI:10.1021/ja00049a023