(4S,7R,Z)-7-[(tert-butyldiphenylsilyloxy)methyl]-4-(4-methoxybenzyloxy)non-5-en-2-one

Base Information

Chemical Name:(4S,7R,Z)-7-[(tert-butyldiphenylsilyloxy)methyl]-4-(4-methoxybenzyloxy)non-5-en-2-one
CAS No.:1433460-01-5
Molecular Formula:C₃₄H₄₄O₄Si
Molecular Weight:544.806
Hs Code.:

Synonyms:(4S,7R,Z)-7-[(tert-butyldiphenylsilyloxy)methyl]-4-(4-methoxybenzyloxy)non-5-en-2-one

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Chemical Property of (4S,7R,Z)-7-[(tert-butyldiphenylsilyloxy)methyl]-4-(4-methoxybenzyloxy)non-5-en-2-one

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Technology Process of (4S,7R,Z)-7-[(tert-butyldiphenylsilyloxy)methyl]-4-(4-methoxybenzyloxy)non-5-en-2-one

There total 22 articles about (4S,7R,Z)-7-[(tert-butyldiphenylsilyloxy)methyl]-4-(4-methoxybenzyloxy)non-5-en-2-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: 82.0%

: 1433459-96-1
tert-butyl [(2R,5S,Z)-2-ethyl-5-(4-methoxybenzyloxy)octa-3,7-dienyloxy]diphenylsilane

: 1433460-01-5
(4S,7R,Z)-7-[(tert-butyldiphenylsilyloxy)methyl]-4-(4-methoxybenzyloxy)non-5-en-2-one

: C₃₃H₄₂O₅Si

Guidance literature:: tert-butyl [(2R,5S,Z)-2-ethyl-5-(4-methoxybenzyloxy)octa-3,7-dienyloxy]diphenylsilane; With oxygen; copper(l) chloride; palladium dichloride; In diethyl ether; water; N,N-dimethyl-formamide; at 20 ℃; for 120h;

With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 16h;
DOI:10.1002/ejoc.201201728

Reference yield:

: 1433459-96-1
tert-butyl [(2R,5S,Z)-2-ethyl-5-(4-methoxybenzyloxy)octa-3,7-dienyloxy]diphenylsilane

: 1433460-01-5
(4S,7R,Z)-7-[(tert-butyldiphenylsilyloxy)methyl]-4-(4-methoxybenzyloxy)non-5-en-2-one

: 1433460-00-4
C₃₃H₄₂O₄Si

Guidance literature:: With oxygen; copper(l) chloride; palladium dichloride; In diethyl ether; water; N,N-dimethyl-formamide; at 20 ℃; for 120h;
DOI:10.1002/ejoc.201201728

Reference yield:

: 400710-04-5
1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

: 1433460-01-5
(4S,7R,Z)-7-[(tert-butyldiphenylsilyloxy)methyl]-4-(4-methoxybenzyloxy)non-5-en-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1 h / 0 °C

1.2: 0 - 20 °C

2.1: periodic acid / ethyl acetate / 13 h / 20 °C

3.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: -80 - 20 °C

4.1: copper(l) chloride; palladium dichloride; oxygen / N,N-dimethyl-formamide; water; diethyl ether / 120 h / 20 °C

With oxygen; potassium hexamethylsilazane; sodium hydride; periodic acid; copper(l) chloride; palladium dichloride; In tetrahydrofuran; diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil; 3.2: |Wittig Olefination;
DOI:10.1002/ejoc.201201728