Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester

Base Information

Chemical Name:Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester
CAS No.:318473-26-6
Molecular Formula:C₄₆H₅₄O₉
Molecular Weight:750.929
Hs Code.:

Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester

Synonyms:Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester

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Chemical Property of Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester

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Technology Process of Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester

There total 5 articles about Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl 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: 94.0%

: 25726-04-9
phenylglyoxylyl chloride

: 318473-24-4
Naphthalene-2-carboxylic acid (3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-7-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester

: 318473-26-6
Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester

Guidance literature:: With dmap; In dichloromethane;
DOI:10.1016/S0957-4166(00)00338-4

Reference yield:

: 81-25-4
cholic acid

: 318473-26-6
Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NBS; aq. NaHCO₃

1.2: 71 percent / AcCl

2.1: 62 percent / pyridine / 20 °C

3.1: 84 percent / CaH₂; BnEt₃N⁺Cl^- / toluene / Heating

4.1: 84 percent / NaBH₄ / methanol; tetrahydrofuran

5.1: 94 percent / DMAP / CH₂Cl₂

With pyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; calcium hydride; N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: Oxidation / 1.2: Esterification / 2.1: Acetylation / 3.1: Acylation / 4.1: Reduction / 5.1: Acylation;
DOI:10.1016/S0957-4166(00)00338-4

Reference yield:

: 15073-97-9,15180-34-4,81644-39-5,81644-40-8,10538-65-5
methyl 3α,12α-dihydroxy-7-oxo-5β-cholate

: 318473-26-6
Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / pyridine / 20 °C

2: 84 percent / CaH₂; BnEt₃N⁺Cl^- / toluene / Heating

3: 84 percent / NaBH₄ / methanol; tetrahydrofuran

4: 94 percent / DMAP / CH₂Cl₂

With pyridine; dmap; sodium tetrahydroborate; calcium hydride; N-benzyl-N,N,N-triethylammonium chloride; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Acetylation / 2: Acylation / 3: Reduction / 4: Acylation;
DOI:10.1016/S0957-4166(00)00338-4