N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide
CAS No.:143371-30-6
Molecular Formula:C₆₂H₈₁NO₈SSi₂
Molecular Weight:1056.56
Hs Code.:

N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide

Synonyms:N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide

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Chemical Property of N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide

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Technology Process of N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide

There total 26 articles about N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide 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: 63.0%

: 143371-29-3,143441-74-1
N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide

: 143371-30-6
N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; for 0.25h;
DOI:10.1021/ja00047a008

Reference yield:

: 124944-47-4
{(S)-3-[(4-Methoxy-benzyl)-(toluene-4-sulfonyl)-amino]-3-phenyl-propyl}-triphenyl-phosphonium; iodide

: 143371-30-6
N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 10 steps

1: n-butyllithium, LiBr / tetrahydrofuran / 0.75 h / 0 °C

2: 2.) phenyllithium, 3.) t-BuOK

3: 95 percent / CH₃COOH, H₂O / tetrahydrofuran / 1 h / Ambient temperature

4: 81 percent / pyridine / 48 h / Ambient temperature

5: 97 percent / NaH, 18-crown-6 / tetrahydrofuran / 3 h

6: 1.) n-butyllithium / 1.) THF, hexane, -23 deg C, 80 min, 2.) THF, hexane, 5 min

7: 95 percent / imidazole, 4-pyrrolidinopyridine / dimethylformamide / 18 h

8: 88 percent / HgO, BF₃*Et₂O / tetrahydrofuran; H₂O / 5 h

9: 1.) lithium diisopropylamide (LDA) / 1.) THF, hexane, -78 deg C, 90 min, 2.) THF, hexane, -78 deg C, 40 min

10: 63 percent / (COCl)2, Me₂SO / CH₂Cl₂ / 0.25 h

With pyridine; 1H-imidazole; n-butyllithium; oxalyl dichloride; 18-crown-6 ether; boron trifluoride diethyl etherate; potassium tert-butylate; water; sodium hydride; 4-pyrrolidin-1-ylpyridine; acetic acid; dimethyl sulfoxide; phenyllithium; mercury(II) oxide; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00047a008

Reference yield:

: N-(4-Methoxy-benzyl)-4-methyl-N-[(S)-1-phenyl-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-benzenesulfonamide

: 143371-30-6
N-[(Z)-(1S,7S)-9-{(3S,5R)-5-[(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-3-methoxy-2-oxo-cyclopentyl}-7-(tert-butyl-diphenyl-silanyloxy)-9-oxo-1-phenyl-non-3-enyl]-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1: 2.) phenyllithium, 3.) t-BuOK

2: 95 percent / CH₃COOH, H₂O / tetrahydrofuran / 1 h / Ambient temperature

3: 81 percent / pyridine / 48 h / Ambient temperature

4: 97 percent / NaH, 18-crown-6 / tetrahydrofuran / 3 h

5: 1.) n-butyllithium / 1.) THF, hexane, -23 deg C, 80 min, 2.) THF, hexane, 5 min

6: 95 percent / imidazole, 4-pyrrolidinopyridine / dimethylformamide / 18 h

7: 88 percent / HgO, BF₃*Et₂O / tetrahydrofuran; H₂O / 5 h

8: 1.) lithium diisopropylamide (LDA) / 1.) THF, hexane, -78 deg C, 90 min, 2.) THF, hexane, -78 deg C, 40 min

9: 63 percent / (COCl)2, Me₂SO / CH₂Cl₂ / 0.25 h

With pyridine; 1H-imidazole; n-butyllithium; oxalyl dichloride; 18-crown-6 ether; boron trifluoride diethyl etherate; potassium tert-butylate; water; sodium hydride; 4-pyrrolidin-1-ylpyridine; acetic acid; dimethyl sulfoxide; phenyllithium; mercury(II) oxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00047a008