(E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine

Base Information

Chemical Name:(E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine
CAS No.:236754-84-0
Molecular Formula:C₂₇H₃₁BrN₂O₄Si
Molecular Weight:555.544
Hs Code.:

Synonyms:(E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine

Suppliers and Price of (E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine

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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)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine

Chemical Property:

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Technology Process of (E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine

There total 7 articles about (E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine 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:

: 181999-83-7
1-(2,5,6-trideoxy-6,6-dibromo-3-O-(tert-butyldiphenylsilyl)-β-D-erythro-hex-5-enofuranosyl)-5-methyluracil

: (Z)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-butyldiphenylsilyl)thymidine

: 236754-84-0
(E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine

Guidance literature:: With triethylamine; Dimethyl phosphite; In N,N-dimethyl-formamide;
DOI:10.1055/s-1999-2767

Reference yield:

: 146604-43-5
1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil

: 236754-84-0
(E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine / CH₂Cl₂ / 0.33 h / 0 °C

1.2: 75 percent / CH₂Cl₂ / 3 h / 0 °C

2.1: dimethyl phosphite; triethylamine / dimethylformamide / 16 h / 20 °C

With methyl phosphite; triethylamine; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0166045

Reference yield:

: 40733-28-6
5'-tert-butyldimethylsilyloxy-2'-deoxythymidine

: 236754-84-0
(E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: imidazole / dimethylformamide / 0.5 h / 0 °C

1.2: 78 percent / dimethylformamide / 15 h / 20 °C

2.1: 87 percent / HF / acetonitrile; H₂O / 1 h / 20 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

4.1: triphenylphosphine / CH₂Cl₂ / 0.33 h / 0 °C

4.2: 75 percent / CH₂Cl₂ / 3 h / 0 °C

5.1: dimethyl phosphite; triethylamine / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; methyl phosphite; hydrogen fluoride; Dess-Martin periodane; triethylamine; triphenylphosphine; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol0166045