N⁴-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine

Base Information

• Chemical Name: N⁴-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine
• CAS No.: 1443744-34-0
• Molecular Formula: C₄₈H₅₃N₃O₆Si
• Molecular Weight: 796.051

Synonyms:N⁴-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine

Chemical Property of N⁴-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine

There total 5 articles about N⁴-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine 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: 68.0%

(R)-1-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-((tert-butyldiphenylsilyl)oxy)propan-2-ol + N6-isobutyrylaminocytosine (97626-98-7) → N4-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine (1443744-34-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane; at 20 ℃; for 1h; Inert atmosphere; Sonication;

DOI:10.3762/bjoc.10.220

Reference yield: 54.0%

1’-O-([4,4’-dimethoxytriphenyl]methyl)-3’-O-(t-butyldiphenylsilyl)-(S)-propan-2-ol + N6-isobutyrylaminocytosine (97626-98-7) → N4-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine (1443744-34-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane; for 0.5h; Inert atmosphere; Sonication;

DOI:10.1002/anie.201300795

Reference yield:

(R)-3-((tert-butyldiphenylsilyl)oxy)propane-1,2-diol (125111-27-5) → N4-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine (1443744-34-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; pyridine / 48 h / 0 - 20 °C

2: di-isopropyl azodicarboxylate; triphenylphosphine / 1,4-dioxane / 0.5 h / Inert atmosphere; Sonication

With pyridine; dmap; di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane;

DOI:10.1002/anie.201300795

upstream raw materials:

tert-butylchlorodiphenylsilane

(+)-(4R)-2,2-Dimethyl-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolane

N⁶-isobutyrylaminocytosine

(R)-3-((tert-butyldiphenylsilyl)oxy)propane-1,2-diol

Downstream raw materials:

N⁴-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-hydroxy-(S)-propan-2-yl)cytosine

N⁴-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-(S)-propan-2-yl)cytosine

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