3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-5',3'-dideoxy-5'-nitromethyluridine

Base Information

Chemical Name:3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-5',3'-dideoxy-5'-nitromethyluridine
CAS No.:661485-47-8
Molecular Formula:C₂₅H₃₆N₄O₈Si
Molecular Weight:548.668
Hs Code.:

Synonyms:3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-5',3'-dideoxy-5'-nitromethyluridine

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Chemical Property of 3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-5',3'-dideoxy-5'-nitromethyluridine

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Technology Process of 3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-5',3'-dideoxy-5'-nitromethyluridine

There total 6 articles about 3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-5',3'-dideoxy-5'-nitromethyluridine 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:

: 661485-46-7
acetic acid 1-[3-(benzyloxycarbonylamino-methyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-2-nitro-ethyl ester

: 661485-47-8
3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-5',3'-dideoxy-5'-nitromethyluridine

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 20 ℃; for 0.666667h;
DOI:10.1021/jo060457c

Reference yield:

: 661485-44-5
3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-3'-deoxyuridine

: 661485-47-8
3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-5',3'-dideoxy-5'-nitromethyluridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: DMSO; trifluoroacetic acid; pyridine / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide / toluene / 1 h / 20 °C

1.2: sodium methoxide / methanol / 1.5 h / 20 °C

2.1: p-toluenesulfonic acid monohydrate / 1.5 h / 20 °C

3.1: 725 mg / NaBH₄ / ethanol / 0.67 h / 20 °C

With pyridine; sodium tetrahydroborate; toluene-4-sulfonic acid; dimethyl sulfoxide; trifluoroacetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In ethanol; toluene;
DOI:10.1021/jo060457c

Reference yield:

: 906795-53-7
3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-3'-deoxy-5'-O-(4-methoxytrityl)uridine

: 661485-47-8
3'-[N-(benzyloxycarbonyl)aminomethyl]-2'-O-tert-butyldimethylsilyl-5',3'-dideoxy-5'-nitromethyluridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 77 percent / dichloroacetic acid; triethylsilane / CH₂Cl₂ / 0.25 h / 20 °C

2.1: DMSO; trifluoroacetic acid; pyridine / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide / toluene / 1 h / 20 °C

2.2: sodium methoxide / methanol / 1.5 h / 20 °C

3.1: p-toluenesulfonic acid monohydrate / 1.5 h / 20 °C

4.1: 725 mg / NaBH₄ / ethanol / 0.67 h / 20 °C

With pyridine; triethylsilane; dichloro-acetic acid; sodium tetrahydroborate; toluene-4-sulfonic acid; dimethyl sulfoxide; trifluoroacetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In ethanol; dichloromethane; toluene;
DOI:10.1021/jo060457c