N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosine

Base Information

Chemical Name:N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosine
CAS No.:882048-81-9
Molecular Formula:C₃₅H₄₃NO₅Si
Molecular Weight:585.816
Hs Code.:

Synonyms:N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosine

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Chemical Property of N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosine

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosine

There total 9 articles about N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosine 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: 76.0%

: 882048-77-3
N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosinol

: 882048-81-9
N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosine

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In water; acetone; at 0 - 20 ℃; for 1.5h;
DOI:10.1021/ol060019s

Reference yield:

: 882048-73-9
3'-O-triisopropylsilyl-α-vinyl-m-tyrosinol

: 882048-81-9
N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosine

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / sodium carbonate / tetrahydrofuran; H₂O / 24 h / 20 °C

2: 76 percent / chromium(VI) oxide; sulfuric acid / acetone; H₂O / 1.5 h / 0 - 20 °C

With chromium(VI) oxide; sulfuric acid; sodium carbonate; In tetrahydrofuran; water; acetone; 2: Jones oxidation;
DOI:10.1021/ol060019s

Reference yield:

: 882048-19-3
(E)-3-(3'-tert-butyldimethylsilyloxy)-benzyl-4-O-(tetrahydro-2'H-pyran-2'-yl)-2-buten-1,4-diol

: 882048-81-9
N-(9-fluorenylmethoxycarbonyl)-3'-O-triisopropylsilyl-α-vinyl-m-tyrosine

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / n-butyllithium / tetrahydrofuran / 5.5 h / -78 °C

2: 83 percent / PdCl₂(CH₃CN)2 / benzene / 13.5 h / 20 °C

3: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

4: 100 percent / 4-dimethylaminopyridine; imidazole / CH₂Cl₂ / 10 h / 20 °C

5: 90 percent / sodium borohydride / ethanol / 0 - 20 °C

6: 67 percent / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 0 - 20 °C

7: 78 percent / sodium carbonate / tetrahydrofuran; H₂O / 24 h / 20 °C

8: 76 percent / chromium(VI) oxide; sulfuric acid / acetone; H₂O / 1.5 h / 0 - 20 °C

With 1H-imidazole; chromium(VI) oxide; dmap; dichloro bis(acetonitrile) palladium(II); sodium tetrahydroborate; n-butyllithium; ammonium cerium(IV) nitrate; sulfuric acid; tetrabutyl ammonium fluoride; sodium carbonate; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; acetonitrile; benzene; 8: Jones oxidation;
DOI:10.1021/ol060019s