(E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

Base Information

Chemical Name:(E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate
CAS No.:1261422-99-4
Molecular Formula:C₃₈H₅₈O₇Si
Molecular Weight:654.96
Hs Code.:

Synonyms:(E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

Suppliers and Price of (E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

There total 16 articles about (E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate 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: 83.0%

: 1261423-30-6
(E)-(4S,6R,7R)-7-((benzyloxy)methoxy)-6-((4-methoxybenzyl)oxy)-1-oxooctan-4-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1261422-99-4
(E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -5 ℃; for 0.0833333h;

Reference yield:

: 122520-56-3
(E)-methyl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

: 1261422-99-4
(E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: water; sodium hydroxide / ethanol / 15 h / 0 °C

2.1: dmap; 4-(dimethylamino)pyridine hydrochloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 20 °C / Inert atmosphere; Sonication

3.2: 1 h / 0 °C / Inert atmosphere

4.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -5 °C / Inert atmosphere

4.2: 1.25 h / -5 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / -5 - 20 °C / Inert atmosphere

5.2: -5 °C / Inert atmosphere

With dmap; n-butyllithium; water; 4-(dimethylamino)pyridine hydrochloride; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; 5.1: Wittig reaction / 5.2: Wittig reaction;
DOI:10.1021/ja110198y

Reference yield:

: 1261422-91-6
(E)-5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoic acid

: 1261422-99-4
(E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; 4-(dimethylamino)pyridine hydrochloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 20 °C / Inert atmosphere; Sonication

2.2: 1 h / 0 °C / Inert atmosphere

3.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -5 °C / Inert atmosphere

3.2: 1.25 h / -5 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / -5 - 20 °C / Inert atmosphere

4.2: -5 °C / Inert atmosphere

With dmap; n-butyllithium; 4-(dimethylamino)pyridine hydrochloride; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; hexane; dichloromethane; 4.1: Wittig reaction / 4.2: Wittig reaction;
DOI:10.1021/ja110198y