(3α,5α,17β)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostane

Base Information

Chemical Name:(3α,5α,17β)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostane
CAS No.:1297273-87-0
Molecular Formula:C₃₇H₅₈O₃Si
Molecular Weight:578.951
Hs Code.:

Synonyms:(3α,5α,17β)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostane

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Chemical Property of (3α,5α,17β)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostane

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Technology Process of (3α,5α,17β)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostane

There total 8 articles about (3α,5α,17β)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostane 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: 78.0%

: 1297273-86-9
(3α,5α,17β)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostan-17-ol

: 347886-00-4
[2-(bromomethyl)prop-2-en-1-yloxy]methylbenzene

: 1297273-87-0
(3α,5α,17β)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostane

Guidance literature:: (3α,5α,17β)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostan-17-ol; With sodium hydride; In mineral oil; at 0 ℃; for 1h; Inert atmosphere;

[2-(bromomethyl)prop-2-en-1-yloxy]methylbenzene; In N,N-dimethyl-formamide; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tet.2011.01.083

Reference yield:

: 1297273-84-7
(3α,5α)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostan-17-one

: 1297273-87-0
(3α,5α,17β)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostane

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol; sodium tetrahydroborate / dichloromethane / 0 °C / Inert atmosphere

2.1: sodium hydride / mineral oil / 1 h / 0 °C / Inert atmosphere

2.2: 3 h / 0 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; sodium hydride; In dichloromethane; mineral oil;
DOI:10.1016/j.tet.2011.01.083

Reference yield:

: C₂₈H₅₁NO₂Si

: 1297273-87-0
(3α,5α,17β)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-3-([tert-butyl(dimethyl)silyl]oxy)-16-methylideneandrostane

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic anhydride / 12 h / 140 °C / Inert atmosphere

2.1: methanol; sodium tetrahydroborate / dichloromethane / 0 °C / Inert atmosphere

3.1: sodium hydride / mineral oil / 1 h / 0 °C / Inert atmosphere

3.2: 3 h / 0 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; acetic anhydride; sodium hydride; In dichloromethane; mineral oil;
DOI:10.1016/j.tet.2011.01.083