7-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N³-isobutyrylguanine

Base Information

• Chemical Name: 7-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N³-isobutyrylguanine
• CAS No.: 200562-13-6
• Molecular Formula: C₃₇H₄₇N₅O₈Si
• Molecular Weight: 717.894

Synonyms:7-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N³-isobutyrylguanine

Chemical Property of 7-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N³-isobutyrylguanine

Chemical Property:

Purity/Quality:

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Technology Process of 7-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N³-isobutyrylguanine

There total 3 articles about 7-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N³-isobutyrylguanine 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: 36.0%

2-N-isobutyrylguanine (21047-89-2) + 1,2,3-tri-O-benzoyl-5-O-(triisopropylsilyl)-α/β-L-ribose → 9-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N3-isobutyrylguanine (200562-53-4) + 7-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N3-isobutyrylguanine (200562-13-6)

Guidance literature:

With benzenesulfonamide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 80 ℃; for 2.5h;

DOI:10.1002/hlca.19970800803

Reference yield:

(3S,4R,5S)-5-Triisopropylsilanyloxymethyl-tetrahydro-furan-2,3,4-triol → 7-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N3-isobutyrylguanine (200562-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂; pyridine / 14 h / Ambient temperature

2: 36 percent / BSA, trimethylsilyl triflate / CH₂Cl₂ / 2.5 h / 80 °C

With benzenesulfonamide; trimethylsilyl trifluoromethanesulfonate; In pyridine; dichloromethane;

DOI:10.1002/hlca.19970800803

Reference yield:

(2S,3R,4R)-1-Triisopropylsilanyloxy-hex-5-ene-2,3,4-triol → 7-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N3-isobutyrylguanine (200562-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) O₃/O₂; 2.) Me₂S / 1.) MeOH, -78 deg C; 2.) MeOH, 4 deg C, 14 h

2: CH₂Cl₂; pyridine / 14 h / Ambient temperature

3: 36 percent / BSA, trimethylsilyl triflate / CH₂Cl₂ / 2.5 h / 80 °C

With benzenesulfonamide; dimethylsulfide; trimethylsilyl trifluoromethanesulfonate; oxygen; ozone; In pyridine; dichloromethane;

DOI:10.1002/hlca.19970800803

upstream raw materials:

2-N-isobutyrylguanine

Downstream raw materials:

9-[2',3'-di-O-benzoyl-5'-O-(triisopropylsilyl)-β-L-ribofuranosyl]-N³-isobutyrylguanine

9-(2',3'-di-O-benzoyl-N³-isobutyryl-β-L-ribofuranosyl)guanine

Heptanedioic acid (2S,3S,4S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-3-yl ester 4-nitro-phenyl ester

Diisopropyl-phosphoramidous acid (2S,3S,4S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

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