(R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Base Information

• Chemical Name: (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
• CAS No.: 30655-16-4
• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.709

Synonyms:

Chemical Property of (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Chemical Property:

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MSDS Files:

Useful:

Technology Process of (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

There total 2 articles about (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + C29H44O5 + C29H44O5 + 3β-acetoxy-25,26,27-trinorlanost-8-ene-24-carboxylic acid (30655-15-3) + 3β-acetoxy-25,26,27-trinorlanost-8-ene-7,11-dione-24-carboxylic acid (6268-71-9) → (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (30655-16-4) + (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-11-oxo-2,3,4,5,6,7,10,11,12,-13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]-phenanthren-17-yl)pentanoate (118763-50-1) + (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-7,11-dioxo-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (57706-74-8) + (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-7-oxo-2,3,4,5,6,7,10,11,12,-13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]-phenanthren-17-yl)pentanoate (129867-30-7)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.5h;

DOI:10.1021/jo400275p

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + O-acetyl-lanosterol (2671-68-3) → (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (30655-16-4) + (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-7,11-dioxo-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (57706-74-8) + (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-7-oxo-2,3,4,5,6,7,10,11,12,-13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]-phenanthren-17-yl)pentanoate (129867-30-7)

Guidance literature:

With potassium permanganate; sodium periodate; potassium carbonate; Yield given. Multistep reaction. Yields of byproduct given; 1) H₂O, t-BuOH, 20 deg C, 15 h, 2) ether, 20 deg C, 24 h;

DOI:10.1007/BF00959594

Reference yield: 78.0%

(R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (30655-16-4) → (R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-7,11-dioxo-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (57706-74-8)

Guidance literature:

With potassium permanganate; 18-crown-6 ether; In dichloromethane; water; at 20 ℃; for 24h;

DOI:10.1021/jo400275p

upstream raw materials:

diazomethane

O-acetyl-lanosterol

3β-acetoxy-25,26,27-trinorlanost-8-ene-24-carboxylic acid

3β-acetoxy-25,26,27-trinorlanost-8-ene-7,11-dione-24-carboxylic acid

Downstream raw materials:

(R)-methyl-4-((3S,5R,10S,13R,14R,17R)-3-acetoxy-4,4,10,13,14-pentamethyl-7,11-dioxo-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

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