{3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-oxo-butyl)-carbamic acid benzyl ester

Base Information

• Chemical Name: {3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-oxo-butyl)-carbamic acid benzyl ester
• CAS No.: 204061-34-7
• Molecular Formula: C₄₃H₆₆N₂O₅
• Molecular Weight: 691.007

Synonyms:{3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-oxo-butyl)-carbamic acid benzyl ester

Chemical Property of {3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-oxo-butyl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-oxo-butyl)-carbamic acid benzyl ester

There total 8 articles about {3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-oxo-butyl)-carbamic acid benzyl ester 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:

{3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-hydroxy-butyl)-carbamic acid benzyl ester (204061-33-6) → {3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-oxo-butyl)-carbamic acid benzyl ester (204061-34-7)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 2.) -78 deg C to r.t.;

DOI:10.1002/(SICI)1521-3765(199801)4:1<137::AID-CHEM137>3.0.CO;2-2

Reference yield:

Cholesteryl chloroformate (7144-08-3) → {3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-oxo-butyl)-carbamic acid benzyl ester (204061-34-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 93 percent / CH₂Cl₂ / Ambient temperature

2: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

3: NaBr / dimethylformamide / 2 h / 80 °C

4: K₂CO₃ / CHCl₃

5: Et₃N, DMAP / CH₂Cl₂

6: Et₃N / CH₂Cl₂

7: 90 percent / TBAF / tetrahydrofuran

8: 1.) (COCl)2, DMSO, 2.) i-Pr₂NEt / 1.) CH₂Cl₂, -78 deg C, 2.) -78 deg C to r.t.

With dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium bromide; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3765(199801)4:1<137::AID-CHEM137>3.0.CO;2-2

Reference yield:

cholesteryl-(3-bromopropyl)carbamate (204061-31-4) → {3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-oxo-butyl)-carbamic acid benzyl ester (204061-34-7)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂CO₃ / CHCl₃

2: Et₃N, DMAP / CH₂Cl₂

3: Et₃N / CH₂Cl₂

4: 90 percent / TBAF / tetrahydrofuran

5: 1.) (COCl)2, DMSO, 2.) i-Pr₂NEt / 1.) CH₂Cl₂, -78 deg C, 2.) -78 deg C to r.t.

With dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1002/(SICI)1521-3765(199801)4:1<137::AID-CHEM137>3.0.CO;2-2

upstream raw materials:

{3-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxycarbonylamino]-propyl}-(4-hydroxy-butyl)-carbamic acid benzyl ester

Cholesteryl chloroformate

cholesterol-3-(carboxyaminopropan-3-ol)

cholesteryl-(3-bromopropyl)carbamate

Downstream raw materials:

N¹⁵-cholesteryloxycarbonyl-3,7,12-triaza-N^1,3,12-tri(phenylmethoxycarbonyl)pentadecane-1,15-diamine

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