7α-benzoyloxy-3α-[N-Boc-N,O-(2,4-dimethoxybenzylidene)-β-phenylisoserinoyl]-5β-androstan-17-one

Base Information

Chemical Name:7α-benzoyloxy-3α-[N-Boc-N,O-(2,4-dimethoxybenzylidene)-β-phenylisoserinoyl]-5β-androstan-17-one
CAS No.:870133-69-0
Molecular Formula:C₄₈H₅₇NO₉
Molecular Weight:791.982
Hs Code.:

Synonyms:7α-benzoyloxy-3α-[N-Boc-N,O-(2,4-dimethoxybenzylidene)-β-phenylisoserinoyl]-5β-androstan-17-one

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Chemical Property of 7α-benzoyloxy-3α-[N-Boc-N,O-(2,4-dimethoxybenzylidene)-β-phenylisoserinoyl]-5β-androstan-17-one

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Technology Process of 7α-benzoyloxy-3α-[N-Boc-N,O-(2,4-dimethoxybenzylidene)-β-phenylisoserinoyl]-5β-androstan-17-one

There total 4 articles about 7α-benzoyloxy-3α-[N-Boc-N,O-(2,4-dimethoxybenzylidene)-β-phenylisoserinoyl]-5β-androstan-17-one 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: 88.0%

: (2S,4R,5S)-2-(4-Methoxy-phenyl)-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

: 870133-68-9
7α-benzoyloxy-3α-hydroxy-5β-androstane-3,17-dione

: 870133-69-0
7α-benzoyloxy-3α-[N-Boc-N,O-(2,4-dimethoxybenzylidene)-β-phenylisoserinoyl]-5β-androstan-17-one

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In toluene; at 80 ℃; for 4h;
DOI:10.1002/ejoc.200500203

Reference yield:

: 870250-92-3
7α-benzoyloxy-5β-androstane-3,17-dione

: 870133-69-0
7α-benzoyloxy-3α-[N-Boc-N,O-(2,4-dimethoxybenzylidene)-β-phenylisoserinoyl]-5β-androstan-17-one

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / lithium tri-tert-butoxyaluminium hydride / tetrahydrofuran / 2 h / 0 °C

2: 88 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / toluene / 4 h / 80 °C

With dmap; lithium tri(t-butoxy)aluminum hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; toluene;
DOI:10.1002/ejoc.200500203

Reference yield:

: 50788-88-0
6α,7α-dihydrooxireno<6,7>androst-4-ene-3,17-dione

: 870133-69-0
7α-benzoyloxy-3α-[N-Boc-N,O-(2,4-dimethoxybenzylidene)-β-phenylisoserinoyl]-5β-androstan-17-one

Guidance literature:: Multi-step reaction with 4 steps

1: 49 percent / formic acid; triethylamine; Pd₂(dba)3 / dioxane / 5 h / 80 °C

2: 83 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / toluene / 24 h / 45 °C

3: 52 percent / lithium tri-tert-butoxyaluminium hydride / tetrahydrofuran / 2 h / 0 °C

4: 88 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / toluene / 4 h / 80 °C

With dmap; formic acid; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; lithium tri(t-butoxy)aluminum hydride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; toluene; 1: Tsuji-Trost reaction;
DOI:10.1002/ejoc.200500203