5-[(R)-4-((3R,5R,7S,8R,9S,10S,13R,14S,17R)-7-Acetoxy-10,13-dimethyl-3-phosphonooxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid

Base Information

• Chemical Name: 5-[(R)-4-((3R,5R,7S,8R,9S,10S,13R,14S,17R)-7-Acetoxy-10,13-dimethyl-3-phosphonooxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid
• CAS No.: 190335-32-1
• Molecular Formula: C₃₃H₄₈NO₁₀P
• Molecular Weight: 649.719
• Mol file: 190335-32-1.mol

Synonyms:

Chemical Property of 5-[(R)-4-((3R,5R,7S,8R,9S,10S,13R,14S,17R)-7-Acetoxy-10,13-dimethyl-3-phosphonooxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(R)-4-((3R,5R,7S,8R,9S,10S,13R,14S,17R)-7-Acetoxy-10,13-dimethyl-3-phosphonooxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid

There total 3 articles about 5-[(R)-4-((3R,5R,7S,8R,9S,10S,13R,14S,17R)-7-Acetoxy-10,13-dimethyl-3-phosphonooxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid 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:

acetic acid (64-19-7,77671-22-8) + 5-[(R)-4-((3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid (159026-17-2) → 5-[(R)-4-((3R,5R,7S,8R,9S,10S,13R,14S,17R)-7-Acetoxy-10,13-dimethyl-3-phosphonooxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid (190335-32-1)

Guidance literature:

With tetrachloropyrophosphate; In chloroform; at 15 - 20 ℃;

DOI:10.1248/bpb.20.370

Reference yield:

ursodeoxycholic acid (128-13-2) → 5-[(R)-4-((3R,5R,7S,8R,9S,10S,13R,14S,17R)-7-Acetoxy-10,13-dimethyl-3-phosphonooxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid (190335-32-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tri-n-butylamine / dioxane / 0.25 h / 10 °C

2: dioxane; aq. NaOH / 0.25 h

3: tetrachloropyrophosphate / CHCl₃ / 15 - 20 °C

With tributyl-amine; In 1,4-dioxane; sodium hydroxide; chloroform; 1: Acylation / 2: Acylation / 3: Acetylation;

DOI:10.1248/bpb.20.370

Reference yield:

C27H44O6 (196505-69-8) → 5-[(R)-4-((3R,5R,7S,8R,9S,10S,13R,14S,17R)-7-Acetoxy-10,13-dimethyl-3-phosphonooxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid (190335-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dioxane; aq. NaOH / 0.25 h

2: tetrachloropyrophosphate / CHCl₃ / 15 - 20 °C

With tetrachloropyrophosphate; In 1,4-dioxane; sodium hydroxide; chloroform; 1: Acylation / 2: Acetylation;

DOI:10.1248/bpb.20.370

upstream raw materials:

acetic acid

5-[(R)-4-((3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-2-hydroxy-benzoic acid

ursodeoxycholic acid

C₂₇H₄₄O₆

Downstream raw materials:

2-Hydroxy-5-[(R)-4-((3R,5R,7S,8R,9S,10S,13R,14S,17R)-7-hydroxy-10,13-dimethyl-3-phosphonooxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-benzoic acid