5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane

Base Information

Chemical Name:5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane
CAS No.:224177-29-1
Molecular Formula:C₃₄H₄₇BrN₂O₅Si₂
Molecular Weight:699.833
Hs Code.:

Synonyms:5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane

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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 5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane

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Technology Process of 5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane

There total 1 articles about 5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane 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:

: 126016-59-9
ω-bromo-allyltrimethylsilane

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

: 224157-50-0
3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(bromo-1-pent-3-ene)-thymidine

: 224177-29-1
5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; for 4h;
DOI:10.1016/S0040-4020(99)00246-X

Reference yield: 100.0%

: 224177-29-1
5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane

: 224157-50-0
3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(bromo-1-pent-3-ene)-thymidine

Guidance literature:: With titanium tetrachloride; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4020(99)00246-X

Reference yield:

: 224177-29-1
5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane

: (5'S)-5'-C-(5-bromopenten-2-yl)-3'-[(2-cyanoethyl)-N,N-diisopropylphosphoramdite]-5'-O-(dimethyloxytrityl)thymidine

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / HF*pyridine / tetrahydrofuran / 24 h

2: 95 percent / pyridine / CH₂Cl₂ / 20 h / 20 °C

3: 83 percent / titanium tetrachloride / CH₂Cl₂ / 0.25 h / 0 °C

4: 85 percent / collidine; silver nitrate / tetrahydrofuran / 20 °C

5: 98 percent / potassium carbonate / methanol; H₂O / 3 h

6: 90 percent / diisopropylethylamine / tetrahydrofuran / 0.58 h / 20 °C

With pyridine; 2,3,5-trimethyl-pyridine; titanium tetrachloride; potassium carbonate; pyridine hydrogenfluoride; silver nitrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1002/1099-0690(200112)2001:24<4693::AID-EJOC4693>3.0.CO;2-J