(5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-one

Base Information

Chemical Name:(5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-one
CAS No.:1323140-40-4
Molecular Formula:C₃₀H₅₀O₄Si
Molecular Weight:502.81
Hs Code.:

Synonyms:(5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-one

Suppliers and Price of (5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-one

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Technology Process of (5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-one

There total 7 articles about (5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-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: 77.0%

: 1323140-46-0
(8R)-8-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-ol

: 1323140-40-4
(5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-one

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/hlca.201000371

Reference yield:

: C₇H₁₃ClO

: 1323140-40-4
(5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.75 h / -40 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

3.2: 3 h / -78 °C

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 2 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1002/hlca.201000371

Reference yield:

: 33467-76-4
(E)-hept-2-en-1-ol

: 1323140-40-4
(5R)-5-{[ (tert-butyl)dimethylsilyl]oxy}-16-[(4-methoxybenzyl)oxy]hexadec-6-yn-8-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: titanium(IV) isopropylate; Cumene hydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / -20 °C

2.1: tetrachloromethane; sodium hydrogencarbonate; triphenylphosphine / 3 h / Reflux

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.75 h / -40 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

5.2: 3 h / -78 °C

6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 2 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; titanium(IV) isopropylate; tetrachloromethane; n-butyllithium; Cumene hydroperoxide; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; diisopropylamine; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; 1.1: Sharpless epoxidation;
DOI:10.1002/hlca.201000371