1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-5-fluoroindole

Base Information

Chemical Name:1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-5-fluoroindole
CAS No.:943524-19-4
Molecular Formula:C₃₀H₃₄FNO₅SSi
Molecular Weight:567.754
Hs Code.:

Synonyms:1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-5-fluoroindole

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Chemical Property of 1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-5-fluoroindole

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Technology Process of 1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-5-fluoroindole

There total 5 articles about 1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-5-fluoroindole 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: 89.0%

: 943524-17-2
1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-5-fluoroindole

: 124-63-0
methanesulfonyl chloride

: 943524-19-4
1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-5-fluoroindole

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 4.5h;
DOI:10.1139/V07-020

Reference yield:

: 399-52-0
5-fluoro-1H-indole

: 943524-19-4
1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-5-fluoroindole

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / NaH / acetonitrile / 0.33 h / 20 °C

2: 96 percent / MeONa; methanol / 2 h / 20 °C

3: 86 percent / pyridine / 24 h / 20 °C

4: 89 percent / pyridine / CH₂Cl₂ / 4.5 h / 20 °C

With pyridine; methanol; sodium methylate; sodium hydride; In dichloromethane; acetonitrile;
DOI:10.1139/V07-020

Reference yield:

: 4330-21-6
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

: 943524-19-4
1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-5-fluoroindole

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / NaH / acetonitrile / 0.33 h / 20 °C

2: 96 percent / MeONa; methanol / 2 h / 20 °C

3: 86 percent / pyridine / 24 h / 20 °C

4: 89 percent / pyridine / CH₂Cl₂ / 4.5 h / 20 °C

With pyridine; methanol; sodium methylate; sodium hydride; In dichloromethane; acetonitrile;
DOI:10.1139/V07-020