1-O-isobutyryl-2-[[β-(4,4'-dimethoxytrityl)-O-acetyl]amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol

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Chemical Name:1-O-isobutyryl-2-[[β-(4,4'-dimethoxytrityl)-O-acetyl]amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol
CAS No.:179472-16-3
Molecular Formula:C₄₂H₄₃N₃O₉
Molecular Weight:733.818
Hs Code.:

Synonyms:1-O-isobutyryl-2-[[β-(4,4'-dimethoxytrityl)-O-acetyl]amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol

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Chemical Property of 1-O-isobutyryl-2-[[β-(4,4'-dimethoxytrityl)-O-acetyl]amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol

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Technology Process of 1-O-isobutyryl-2-[[β-(4,4'-dimethoxytrityl)-O-acetyl]amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol

There total 6 articles about 1-O-isobutyryl-2-[[β-(4,4'-dimethoxytrityl)-O-acetyl]amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol 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: 83.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 179472-15-2
1-O-isobutyryl-2-[(β-hydroxyacetyl)amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol

: 179472-16-3
1-O-isobutyryl-2-[[β-(4,4'-dimethoxytrityl)-O-acetyl]amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol

Guidance literature:: With TEA; In pyridine; at 20 ℃; for 12h;
DOI:10.1080/07328319908044847

Reference yield:

: 4330-20-5
N-3-benzoylthymine

: 179472-16-3
1-O-isobutyryl-2-[[β-(4,4'-dimethoxytrityl)-O-acetyl]amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / Ph₃P; DEAD / tetrahydrofuran / 24 h / 20 °C

2: 92 percent / H₂ / Pd/C / methanol / 12 h / 2585.74 Torr

3: 85 percent / TEA / pyridine / 12 h / 20 °C

4: TFA / CH₂Cl₂ / 0.5 h / 20 °C

5: 1.35 g / 1-hydroxybenzotriazole; EDC; TEA / dimethylformamide / 12 h / 20 °C

6: 83 percent / TEA / pyridine / 12 h / 20 °C

With TEA; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Alkylation / 2: Hydrogenation / 3: Esterification / 4: deacylation / 5: Acylation / 6: Etherification;
DOI:10.1080/07328319908044847

Reference yield:

: 179472-12-9
1-O-benzyl-2-[(tert-butyloxycarbonyl)amino]-3-[N₃-benzoyl(thymin-1-yl)]-L-propanol

: 179472-16-3
1-O-isobutyryl-2-[[β-(4,4'-dimethoxytrityl)-O-acetyl]amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / H₂ / Pd/C / methanol / 12 h / 2585.74 Torr

2: 85 percent / TEA / pyridine / 12 h / 20 °C

3: TFA / CH₂Cl₂ / 0.5 h / 20 °C

4: 1.35 g / 1-hydroxybenzotriazole; EDC; TEA / dimethylformamide / 12 h / 20 °C

5: 83 percent / TEA / pyridine / 12 h / 20 °C

With TEA; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Hydrogenation / 2: Esterification / 3: deacylation / 4: Acylation / 5: Etherification;
DOI:10.1080/07328319908044847