(2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide

Base Information

Chemical Name:(2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide
CAS No.:345319-67-7
Molecular Formula:C₅₈H₈₂N₂O₆Si₂
Molecular Weight:959.47
Hs Code.:

(2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide

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Suppliers and Price of (2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide

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Chemical Property of (2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide

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Technology Process of (2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide

There total 23 articles about (2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide 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:

: 83458-92-8
((2S,3S)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol

: 345319-67-7
(2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide

Guidance literature:: Multi-step reaction with 16 steps

1.1: NaAl(OMe)3H / tetrahydrofuran / 0 - 20 °C

2.1: TMSCl / methanol; tetrahydrofuran / 16 h / 20 °C

3.1: DIBAL-H / CH₂Cl₂ / 1 h / 0 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5.1: toluene / 8 h / -78 °C

6.1: imidazole / dimethylformamide / 16 h / 100 °C

7.1: 9-BBN / tetrahydrofuran / 0.5 h / 20 °C

7.2: NaBO₃ / 16 h / 20 °C

8.1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

9.1: tetrahydrofuran / 1 h / -78 - 20 °C

10.1: DDQ / CH₂Cl₂; H₂O / 0.5 h / 20 °C

11.1: 73 percent / DEAD; PPh₃ / diethyl ether / 1 h / 0 - 20 °C

12.1: bis(tricyclohexylphosphine)benzylidine ruthenium(VI) Cl₂ / CH₂Cl₂ / 3 h / Heating

13.1: 80 percent / BBr₃ / CH₂Cl₂ / 0.5 h / -78 °C

14.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 20 °C

15.1: DIPEA; DMAP / dimethylformamide / 1 h / 70 °C

16.1: TMSOTf / 1,2-dichloro-ethane / 2 h / 20 °C

With 1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; chloro-trimethyl-silane; N-methyl-2-indolinone; tetrapropylammonium perruthennate; trimethylsilyl trifluoromethanesulfonate; NaAl(OMe)3H; 4 A molecular sieve; boron tribromide; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; Grubbs catalyst first generation; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; 4.1: Dess-Martin oxidation / 8.1: Dess-Martin oxidation / 11.1: Mitsunobu esterification;
DOI:10.1016/S0040-4039(01)00278-7

Reference yield:

: 83458-93-9
(3S)-6-(Benzyloxy)hexane-1,3-diol

: 345319-67-7
(2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide

Guidance literature:: Multi-step reaction with 15 steps

1.1: TMSCl / methanol; tetrahydrofuran / 16 h / 20 °C

2.1: DIBAL-H / CH₂Cl₂ / 1 h / 0 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

4.1: toluene / 8 h / -78 °C

5.1: imidazole / dimethylformamide / 16 h / 100 °C

6.1: 9-BBN / tetrahydrofuran / 0.5 h / 20 °C

6.2: NaBO₃ / 16 h / 20 °C

7.1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

8.1: tetrahydrofuran / 1 h / -78 - 20 °C

9.1: DDQ / CH₂Cl₂; H₂O / 0.5 h / 20 °C

10.1: 73 percent / DEAD; PPh₃ / diethyl ether / 1 h / 0 - 20 °C

11.1: bis(tricyclohexylphosphine)benzylidine ruthenium(VI) Cl₂ / CH₂Cl₂ / 3 h / Heating

12.1: 80 percent / BBr₃ / CH₂Cl₂ / 0.5 h / -78 °C

13.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 20 °C

14.1: DIPEA; DMAP / dimethylformamide / 1 h / 70 °C

15.1: TMSOTf / 1,2-dichloro-ethane / 2 h / 20 °C

With 1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; chloro-trimethyl-silane; N-methyl-2-indolinone; tetrapropylammonium perruthennate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; boron tribromide; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; Grubbs catalyst first generation; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; 3.1: Dess-Martin oxidation / 7.1: Dess-Martin oxidation / 10.1: Mitsunobu esterification;
DOI:10.1016/S0040-4039(01)00278-7

Reference yield:

: 579-75-9
2-Methoxybenzoic acid

: 345319-67-7
(2Z,4Z)-Hepta-2,4-dienoic acid [3-[(E)-(7R,9S,10R)-9-(tert-butyl-diphenyl-silanyloxy)-10-methyl-5-oxo-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-5H-6-oxa-benzocyclododecen-7-yl]-1-((2Z,4Z)-hepta-2,4-dienoylamino)-propyl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: s-BuLi; TMEDA / tetrahydrofuran / -95 °C

1.2: 18 percent / MgBr₂ / tetrahydrofuran / 16 h / -78 - 20 °C

2.1: 73 percent / DEAD; PPh₃ / diethyl ether / 1 h / 0 - 20 °C

3.1: bis(tricyclohexylphosphine)benzylidine ruthenium(VI) Cl₂ / CH₂Cl₂ / 3 h / Heating

4.1: 80 percent / BBr₃ / CH₂Cl₂ / 0.5 h / -78 °C

5.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 20 °C

6.1: DIPEA; DMAP / dimethylformamide / 1 h / 70 °C

7.1: TMSOTf / 1,2-dichloro-ethane / 2 h / 20 °C

With dmap; N-methyl-2-indolinone; tetrapropylammonium perruthennate; N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sec.-butyllithium; boron tribromide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2.1: Mitsunobu esterification;
DOI:10.1016/S0040-4039(01)00278-7