N-(3-{(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylamino}-propyl)-N-(3-cyano-propyl)-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-(3-{(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylamino}-propyl)-N-(3-cyano-propyl)-4-methyl-benzenesulfonamide
• CAS No.: 159791-02-3
• Molecular Formula: C₄₇H₈₁N₃O₄SSi
• Molecular Weight: 812.329

Synonyms:N-(3-{(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylamino}-propyl)-N-(3-cyano-propyl)-4-methyl-benzenesulfonamide

Chemical Property of N-(3-{(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylamino}-propyl)-N-(3-cyano-propyl)-4-methyl-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-{(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylamino}-propyl)-N-(3-cyano-propyl)-4-methyl-benzenesulfonamide

There total 14 articles about N-(3-{(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylamino}-propyl)-N-(3-cyano-propyl)-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:

(3β)-3-(acetyloxy)chol-5-en-24-oyl chloride (51658-29-8) → N-(3-{(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylamino}-propyl)-N-(3-cyano-propyl)-4-methyl-benzenesulfonamide (159791-02-3)

Guidance literature:

Multi-step reaction with 11 steps

1: 60 percent / cadmium bromide / benzene / 1 h / Ambient temperature

2: 80 percent / sodium borohydride, calcium chloride / tetrahydrofuran / 5 h / Ambient temperature

3: 90 percent / imidazole / CH₂Cl₂ / 16 h / Ambient temperature

4: 46 percent / chromium hexacarbonyl, tert-butyl hydroperoxide / acetonitrile / 12 h / Heating

5: 81 percent / Li, liq. NH₃ / diethyl ether / 0.17 h / -78 °C

6: 80 percent / K-selectride / tetrahydrofuran / 5 h / -50 °C

7: 88 percent / NaCN / methanol / 8 h / Heating

8: 59 percent / aluminum tri-tert-butoxide, cyclohexanone / toluene / 20 h / 120 °C

9: 97 percent / C₅H₅N / ethanol / 16 h / Heating

10: 98 percent / lithium aluminum hydride / diethyl ether / 16 h / Heating

11: K₂CO₃ / acetonitrile / 16 h / Heating

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium cyanide; ammonia; cyclohexanone; lithium; aluminum tri-tert-butoxide; potassium tri-sec-butyl-borohydride; potassium carbonate; chromium⁽⁰⁾ hexacarbonyl; calcium chloride; cadmium(II) bromide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene; acetonitrile; benzene;

DOI:10.1016/0040-4039(94)88254-1

Reference yield:

3β-acetoxy-5-cholenic acid (19462-13-6) → N-(3-{(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylamino}-propyl)-N-(3-cyano-propyl)-4-methyl-benzenesulfonamide (159791-02-3)

Guidance literature:

Multi-step reaction with 12 steps

1: (COCl)2 / CH₂Cl₂ / 2 h / Heating

2: 60 percent / cadmium bromide / benzene / 1 h / Ambient temperature

3: 80 percent / sodium borohydride, calcium chloride / tetrahydrofuran / 5 h / Ambient temperature

4: 90 percent / imidazole / CH₂Cl₂ / 16 h / Ambient temperature

5: 46 percent / chromium hexacarbonyl, tert-butyl hydroperoxide / acetonitrile / 12 h / Heating

6: 81 percent / Li, liq. NH₃ / diethyl ether / 0.17 h / -78 °C

7: 80 percent / K-selectride / tetrahydrofuran / 5 h / -50 °C

8: 88 percent / NaCN / methanol / 8 h / Heating

9: 59 percent / aluminum tri-tert-butoxide, cyclohexanone / toluene / 20 h / 120 °C

10: 97 percent / C₅H₅N / ethanol / 16 h / Heating

11: 98 percent / lithium aluminum hydride / diethyl ether / 16 h / Heating

12: K₂CO₃ / acetonitrile / 16 h / Heating

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; sodium cyanide; ammonia; cyclohexanone; lithium; aluminum tri-tert-butoxide; potassium tri-sec-butyl-borohydride; potassium carbonate; chromium⁽⁰⁾ hexacarbonyl; calcium chloride; cadmium(II) bromide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene; acetonitrile; benzene;

DOI:10.1016/0040-4039(94)88254-1

Reference yield:

3β-acetoxy-cholest-5-en-24-one (20981-59-3) → N-(3-{(3S,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylamino}-propyl)-N-(3-cyano-propyl)-4-methyl-benzenesulfonamide (159791-02-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 80 percent / sodium borohydride, calcium chloride / tetrahydrofuran / 5 h / Ambient temperature

2: 90 percent / imidazole / CH₂Cl₂ / 16 h / Ambient temperature

3: 46 percent / chromium hexacarbonyl, tert-butyl hydroperoxide / acetonitrile / 12 h / Heating

4: 81 percent / Li, liq. NH₃ / diethyl ether / 0.17 h / -78 °C

5: 80 percent / K-selectride / tetrahydrofuran / 5 h / -50 °C

6: 88 percent / NaCN / methanol / 8 h / Heating

7: 59 percent / aluminum tri-tert-butoxide, cyclohexanone / toluene / 20 h / 120 °C

8: 97 percent / C₅H₅N / ethanol / 16 h / Heating

9: 98 percent / lithium aluminum hydride / diethyl ether / 16 h / Heating

10: K₂CO₃ / acetonitrile / 16 h / Heating

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium cyanide; ammonia; cyclohexanone; lithium; aluminum tri-tert-butoxide; potassium tri-sec-butyl-borohydride; potassium carbonate; chromium⁽⁰⁾ hexacarbonyl; calcium chloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene; acetonitrile;

DOI:10.1016/0040-4039(94)88254-1

upstream raw materials:

N-(3-Cyano-propyl)-N-(3-iodo-propyl)-4-methyl-benzenesulfonamide

(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-Amino-17-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-ol

(3β)-3-(acetyloxy)chol-5-en-24-oyl chloride

3β-acetoxy-5-cholenic acid

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