2-[(tert-butyloxycarbonyl)amino]-3-[N₃-benzoyl(thymin-1-yl)]-L-propan-1-ol

Base Information

• Chemical Name: 2-[(tert-butyloxycarbonyl)amino]-3-[N₃-benzoyl(thymin-1-yl)]-L-propan-1-ol
• CAS No.: 179472-13-0
• Molecular Formula: C₂₀H₂₅N₃O₆
• Molecular Weight: 403.435

Synonyms:2-[(tert-butyloxycarbonyl)amino]-3-[N₃-benzoyl(thymin-1-yl)]-L-propan-1-ol

Chemical Property of 2-[(tert-butyloxycarbonyl)amino]-3-[N₃-benzoyl(thymin-1-yl)]-L-propan-1-ol

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Technology Process of 2-[(tert-butyloxycarbonyl)amino]-3-[N₃-benzoyl(thymin-1-yl)]-L-propan-1-ol

There total 12 articles about 2-[(tert-butyloxycarbonyl)amino]-3-[N₃-benzoyl(thymin-1-yl)]-L-propan-1-ol 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: 92.0%

1-O-benzyl-2-[(tert-butyloxycarbonyl)amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propanol (179472-12-9) → 2-[(tert-butyloxycarbonyl)amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propan-1-ol (179472-13-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 12h; under 2585.74 Torr;

DOI:10.1080/07328319908044847

Reference yield: 84.0%

(S)-tert-butyl (1-(3-benzoylthyminyl)-3-((tert-butyldiphenylsilyl)oxy)propan-2-yl)carbamate → 2-[(tert-butyloxycarbonyl)amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propan-1-ol (179472-13-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2.5h;

DOI:10.1016/j.bmc.2014.08.022

Reference yield:

(R)-tert-butyl (1-(3-benzoylthyminyl)-3-((tert-butyldimethylsilyl)oxy)propan-2-yl)carbamate → 2-[(tert-butyloxycarbonyl)amino]-3-[N3-benzoyl(thymin-1-yl)]-L-propan-1-ol (179472-13-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2.5h;

DOI:10.1016/j.bmc.2014.08.022

upstream raw materials:

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

di-tert-butyl dicarbonate

BOC-O-benzyl-L-serine

N-(tert-butyloxycarbonyl)-O-benzyl-L-serinol

Downstream raw materials:

1-O-isobutyryl-2-[(tert-butyloxycarbonyl)amino]-3-[N₃-benzoyl(thymin-1-yl)]-L-propanol

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

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

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

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