8-amino-N⁶-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine

Base Information

• Chemical Name: 8-amino-N⁶-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine
• CAS No.: 328241-10-7
• Molecular Formula: C₃₁H₄₄N₆O₅Si₂
• Molecular Weight: 636.899

Synonyms:8-amino-N⁶-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine

Chemical Property of 8-amino-N⁶-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine

Chemical Property:

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Technology Process of 8-amino-N⁶-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine

There total 2 articles about 8-amino-N⁶-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine 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:

N6-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]-8{[(4-methoxyphenyl)methyl]amino}adenine (328241-09-4) → 8-amino-N6-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine (328241-10-7)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 25 ℃; for 5h;

DOI:10.1002/1522-2675(20001220)83:12<3229::AID-HLCA3229>3.0.CO;2-S

Reference yield:

N6-benzoyl-8-chloro-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine (292642-53-6) → 8-amino-N6-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine (328241-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / ethanol / 25 h / 25 °C

2: 119.6 mg / DDQ / CH₂Cl₂; H₂O / 5 h / 25 °C

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In ethanol; dichloromethane; water;

DOI:10.1002/1522-2675(20001220)83:12<3229::AID-HLCA3229>3.0.CO;2-S

Reference yield: 82.0%

8-amino-N6-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine (328241-10-7) → N6-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]-8-iodoadenine (292642-59-2)

Guidance literature:

With C₅H₁₁ONO; iodine; potassium iodide; In various solvent(s); at 25 - 50 ℃; for 2h;

DOI:10.1002/1522-2675(20001220)83:12<3229::AID-HLCA3229>3.0.CO;2-S

upstream raw materials:

N⁶-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]-8{[(4-methoxyphenyl)methyl]amino}adenine

N⁶-benzoyl-8-chloro-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]adenine

Downstream raw materials:

N⁶-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-5-O-(triethylsilyl)-7-C-(trimethylsilyl)-α-L-talo-hept-6-ynofuranosyl]-8-iodoadenine

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