(E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate

Base Information

Chemical Name:(E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate
CAS No.:553642-33-4
Molecular Formula:C₁₈H₂₆N₂O₄Si
Molecular Weight:362.501
Hs Code.:

Synonyms:(E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate

Suppliers and Price of (E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate

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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 (E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate

Chemical Property:

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Technology Process of (E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate

There total 2 articles about (E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate 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: 70.0%

: (E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinylacetate

: 553642-33-4
(E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate

Guidance literature:: With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 ℃; for 2h;
DOI:10.1016/S0957-4166(03)00154-X

Reference yield:

: 69404-94-0
O-tert-butyldimethylsilylvanillin

: 553642-33-4
(E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 26 percent / t-BuOK / tetrahydrofuran / 1.83 h / 0 °C

2: 70 percent / p-acetamidobenzenesulfonyl azide; DBU / acetonitrile / 2 h / 0 °C

With 4-acetamidobenzenesulfonyl azide; potassium tert-butylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetonitrile; 1: Wittig reaction;
DOI:10.1016/S0957-4166(03)00154-X

Reference yield:

: 153864-82-5
2-methoxy-4-methylphenyl tert-butyldimethylsilyl ether

: 553642-33-4
(E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinyldiazoacetate

: 553642-30-1
(R)-(E)-methyl 2-(4-tert-butyldimethylsilyloxy-3-methoxybenzyl)-4-(4-tert-butyldimethylsilyloxy-3-methoxyphenyl)but-3-enoate

: 553642-23-2
(S)-(E)-methyl 2-(4-tert-butyldimethylsilyloxy-3-methoxybenzyl)-4-(4-tert-butyldimethylsilyloxy-3-methoxyphenyl)but-3-enoate

Guidance literature:: With Rh₂(R-DOSP)4; In various solvent(s); at 50 ℃; for 0.75h; Title compound not separated from byproducts;
DOI:10.1016/S0957-4166(03)00154-X