3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol

Base Information

Chemical Name:3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol
CAS No.:222022-05-1
Molecular Formula:C₅₁H₇₂O₇
Molecular Weight:797.128
Hs Code.:

3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol

Synonyms:3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol

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Chemical Property of 3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol

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Technology Process of 3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol

There total 5 articles about 3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol 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: 93.0%

: 222022-04-0
(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Tris-allyloxy-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthrene

: 222022-05-1
3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol

Guidance literature:: (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Tris-allyloxy-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthrene; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; for 12h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; for 1h; Heating / reflux;

Reference yield:

: 51102-05-7
3α,7α,12α-triacetoxy-24,24-diphenyl-5β-chol-23-ene

: 222022-05-1
3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) O₃, Et₃N, 2.) Me₂S, NaBH₄ / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂, overnight

2: 1.02 g / NaOH, MeOH / 24 h / Heating

3: 72 percent / NEt₃, DMAP / tetrahydrofuran / 36 h / 20 - 50 °C

4: 1.) NaH / 1.) THF, reflux, 0.5 h, 2.) THF, reflux, 48 h

5: 1.) 9-BBN, 2.) 20 percent aq. NaOH, 30 percent H₂O₂ / 1.) THF, 12 h, 2.) THF, reflux, 1 h

With methanol; dmap; sodium hydroxide; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; dimethylsulfide; dihydrogen peroxide; sodium hydride; ozone; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja982938m

Reference yield:

: 133376-74-6
24-nor-5β-cholane-3α,7α,12α,23-tetrol

: 222022-05-1
3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Bis-(3-hydroxy-propoxy)-10,13-dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yloxy]-propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / NEt₃, DMAP / tetrahydrofuran / 36 h / 20 - 50 °C

2: 1.) NaH / 1.) THF, reflux, 0.5 h, 2.) THF, reflux, 48 h

3: 1.) 9-BBN, 2.) 20 percent aq. NaOH, 30 percent H₂O₂ / 1.) THF, 12 h, 2.) THF, reflux, 1 h

With dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; sodium hydride; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja982938m