5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

Base Information

Chemical Name:5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one
CAS No.:1410839-98-3
Molecular Formula:C₂₆H₃₁BrO₅Si
Molecular Weight:531.519
Hs Code.:

Synonyms:5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

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Chemical Property of 5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

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Technology Process of 5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

There total 5 articles about 5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-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: 34.0%

: 1410840-56-0
1,4-trans-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)cyclohexa-2,5-dienecarboxylic acid

: 1410839-98-3
5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

: 5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

Guidance literature:: With 1,4-bis-(9-O-dihydroquinidinyl)phthalazine; N-Bromosuccinimide; In hexane; chloroform; at -40 ℃; for 1h;
DOI:10.1021/ol302908a

Reference yield:

: C₂₇H₃₄O₅Si

: 1410839-98-3
5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

: 5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide / tetrahydrofuran; methanol / 12 h / 20 - 50 °C

2: 1,4-bis-(9-O-dihydroquinidinyl)phthalazine; N-Bromosuccinimide / hexane; chloroform / 1 h / -40 °C

With 1,4-bis-(9-O-dihydroquinidinyl)phthalazine; N-Bromosuccinimide; lithium hydroxide; In tetrahydrofuran; methanol; hexane; chloroform;
DOI:10.1021/ol302908a

Reference yield:

: 1410840-47-9
methyl 1-(((tert-butyldiphenylsilyl)oxy)methyl)cyclohexa-2,5-dienecarboxylate

: 1410839-98-3
5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

: 5-bromo-1-(((tert-butyldiphenylsilyl)oxy)methyl)-4-(methoxymethoxy)-7-oxabicyclo[4.2.0]oct-2-en-8-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: tert.-butylhydroperoxide / ethyl acetate; decane / 0.5 h / 20 °C / Molecular sieve

1.2: 48 h / 20 °C

1.3: 0.5 h / 20 °C

2.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0.33 h / 0 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C

4.1: lithium hydroxide / tetrahydrofuran; methanol / 12 h / 20 - 50 °C

5.1: 1,4-bis-(9-O-dihydroquinidinyl)phthalazine; N-Bromosuccinimide / hexane; chloroform / 1 h / -40 °C

With tert.-butylhydroperoxide; 1,4-bis-(9-O-dihydroquinidinyl)phthalazine; sodium tetrahydroborate; N-Bromosuccinimide; cerium(III) chloride heptahydrate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; methanol; decane; hexane; dichloromethane; chloroform; ethyl acetate;
DOI:10.1021/ol302908a