1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

Base Information

Chemical Name:1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol
CAS No.:364046-19-5
Molecular Formula:C₃₄H₅₀N₄O₇Si
Molecular Weight:654.879
Hs Code.:

1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

Synonyms:1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

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Chemical Property of 1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

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Technology Process of 1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

There total 20 articles about 1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 153172-33-9
(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 1026012-16-7
5-(benzyloxymethyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidine

: 364046-19-5
1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

Guidance literature:: 5-(benzyloxymethyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidine; With n-hexyllithium; In hexane; tert-butyl methyl ether; at -15 ℃; for 5h;

(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole; In hexane; tert-butyl methyl ether; toluene; at -15 ℃; for 1.5h;

di-tert-butyl dicarbonate; In hexane; tert-butyl methyl ether; toluene; at -15 ℃; for 0.5h;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 364046-18-4
1S-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

: 364046-19-5
1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

Guidance literature:: In dichloromethane; for 1h;
DOI:10.1021/jo0155613

Reference yield:

: 5655-01-6
9-deazahypoxanthine

: 364046-19-5
1S-N-tert-butoxycarbonyl-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

Guidance literature:: Multi-step reaction with 6 steps

1: POCl₃

2: NaH / tetrahydrofuran / 1 h / 20 °C

3: NaH / tetrahydrofuran / 1 h

4: 6.83 g / NBS / methanol; tetrahydrofuran

5: n-BuLi / methoxybenzene; diethyl ether; hexane / -70 - 20 °C

6: 18.8 g / CH₂Cl₂ / 1 h

With N-Bromosuccinimide; n-butyllithium; sodium hydride; trichlorophosphate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; methoxybenzene;
DOI:10.1021/jo0155613