(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

Base Information

Chemical Name:(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
CAS No.:222022-04-0
Molecular Formula:C₅₁H₆₆O₄
Molecular Weight:743.083
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 4 articles about (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 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: 64.0%

: 106-95-6
allyl bromide

: 439940-48-4
(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-10,13-Dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol

: 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

Guidance literature:: (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-10,13-Dimethyl-17-((R)-1-methyl-3-trityloxy-propyl)-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol; With sodium hydride; In tetrahydrofuran; for 0.5h; Heating / reflux;

allyl bromide; In tetrahydrofuran; for 96h; Heating / reflux;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

With methanol; dmap; sodium hydroxide; sodium tetrahydroborate; dimethylsulfide; sodium hydride; ozone; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja982938m

Reference yield:

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

: 222022-04-0
(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

Guidance literature:: Multi-step reaction with 2 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

With dmap; sodium hydride; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja982938m