(S)-1-(2,3-O-isopropylidene-2,3-dihydroxypropyl)-3-benzoyluracil

Base Information

• Chemical Name: (S)-1-(2,3-O-isopropylidene-2,3-dihydroxypropyl)-3-benzoyluracil
• CAS No.: 494784-01-9
• Molecular Formula: C₁₇H₁₈N₂O₅
• Molecular Weight: 330.34
• Mol file: 494784-01-9.mol

Synonyms:(S)-1-(2,3-O-isopropylidene-2,3-dihydroxypropyl)-3-benzoyluracil

Chemical Property of (S)-1-(2,3-O-isopropylidene-2,3-dihydroxypropyl)-3-benzoyluracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(2,3-O-isopropylidene-2,3-dihydroxypropyl)-3-benzoyluracil

There total 1 articles about (S)-1-(2,3-O-isopropylidene-2,3-dihydroxypropyl)-3-benzoyluracil 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: 86.0%

(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol (22323-82-6,36543-79-0) + 3-N-benzoyluracil (2775-87-3) → (S)-1-(2,3-O-isopropylidene-2,3-dihydroxypropyl)-3-benzoyluracil (494784-01-9)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(02)01056-6

Reference yield:

(S)-1-(2,3-O-isopropylidene-2,3-dihydroxypropyl)-3-benzoyluracil (494784-01-9) → (S)-1-[3-(4,4'-dimethoxytrityloxy)-2-hydroxypropyl]uracil (494784-12-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / ammonia / H₂O; methanol / 2 h / 20 °C

2: 82 percent / iodine / methanol / 20 °C

3: 88 percent / pyridine / CH₂Cl₂ / 3 h / 20 °C

With pyridine; ammonia; iodine; In methanol; dichloromethane; water;

DOI:10.1016/S0040-4020(02)01056-6

Reference yield:

(S)-1-(2,3-O-isopropylidene-2,3-dihydroxypropyl)-3-benzoyluracil (494784-01-9) → (S)-1-[3-(4,4'-dimethoxytrityloxy)-2-hydroxypropyl]-3-(5-hexyn-1-yl)uracil (494784-04-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / ammonia / H₂O; methanol / 2 h / 20 °C

2: 64 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 20 °C

3: 85 percent / iodine / methanol / 20 °C

4: 82 percent / pyridine / CH₂Cl₂ / 3 h / 20 °C

With pyridine; ammonia; iodine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/S0040-4020(02)01056-6

upstream raw materials:

(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

3-N-benzoyluracil

Downstream raw materials:

(S)-1-[3-(4,4'-dimethoxytrityloxy)-2-hydroxypropyl]uracil

(S)-1-[3-(4,4'-dimethoxytrityloxy)-2-hydroxypropyl]-3-(5-hexyn-1-yl)uracil

({6-[(bis-methoxycarbonylmethyl-amino)-methyl]-4-[6-(3-{3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-hydroxy-propyl}-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-hex-1-ynyl]-pyridin-2-ylmethyl}-methoxycarbonylmethyl-amino)-acetic acid methyl ester

C₆₉H₇₁N₇O₁₄