N-benzyloxycarbonyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine

Base Information

Chemical Name:N-benzyloxycarbonyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine
CAS No.:1415645-74-7
Molecular Formula:C₅₃H₅₂N₆O₄Si
Molecular Weight:865.119
Hs Code.:

Synonyms:N-benzyloxycarbonyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine

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Chemical Property of N-benzyloxycarbonyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine

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Technology Process of N-benzyloxycarbonyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine

There total 5 articles about N-benzyloxycarbonyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine 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: 62.0%

: 1415645-57-6
7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine

: 501-53-1,94274-21-2
benzyl chloroformate

: 1415645-74-7
N-benzyloxycarbonyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine

Guidance literature:: 7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -40 - -20 ℃; for 0.25h; Molecular sieve; Inert atmosphere;

benzyl chloroformate; In tetrahydrofuran; at -30 - -15 ℃; for 1h; Molecular sieve; Inert atmosphere;
DOI:10.1080/15257770.2012.724491

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1415645-74-7
N-benzyloxycarbonyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / pyridine / Molecular sieve; Inert atmosphere

2.1: sodium periodate; ammonium biborate tetrahydrate / methanol / 1.5 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 2 h / Molecular sieve; Inert atmosphere

3.1: triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C / Molecular sieve; Inert atmosphere

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -40 - -20 °C / Molecular sieve; Inert atmosphere

4.2: 1 h / -30 - -15 °C / Molecular sieve; Inert atmosphere

With 1H-imidazole; sodium periodate; ammonium biborate tetrahydrate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide;
DOI:10.1080/15257770.2012.724491

Reference yield:

: 119898-65-6
(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((tert-butyldiphenylsilyloxy)methyl)tetrahydrofuran-3,4-diol

: 1415645-74-7
N-benzyloxycarbonyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium periodate; ammonium biborate tetrahydrate / methanol / 1.5 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 2 h / Molecular sieve; Inert atmosphere

2.1: triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C / Molecular sieve; Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -40 - -20 °C / Molecular sieve; Inert atmosphere

3.2: 1 h / -30 - -15 °C / Molecular sieve; Inert atmosphere

With sodium periodate; ammonium biborate tetrahydrate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1080/15257770.2012.724491