2'-O,3'-O-Isopropylidene-4',5'-didehydro-5'-deoxyuridine

Base Information

• Chemical Name: 2'-O,3'-O-Isopropylidene-4',5'-didehydro-5'-deoxyuridine
• CAS No.: 17331-67-8
• Molecular Formula: C₁₂H₁₄N₂O₅
• Molecular Weight: 266.254
• Mol file: 17331-67-8.mol

Synonyms:2'-O,3'-O-Isopropylidene-4',5'-didehydro-5'-deoxyuridine;4',5'-Didehydro-5'-deoxy-2'-O,3'-O-(1-methylethylidene)uridine

Chemical Property of 2'-O,3'-O-Isopropylidene-4',5'-didehydro-5'-deoxyuridine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O,3'-O-Isopropylidene-4',5'-didehydro-5'-deoxyuridine

There total 1 articles about 2'-O,3'-O-Isopropylidene-4',5'-didehydro-5'-deoxyuridine 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: 48.7%

hydroxymethyl-phosphonic acid dimethyl ester (24630-67-9) + 2',3'-O-isopropylidene-5'-O-tosyluridine (7354-93-0) → 1-(2’,3’-O-isopropylidene-β-D-erythro-pent-4’-enofuranosyl)uracil (17331-67-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature;

Reference yield: 68.0%

benzoyl chloride (98-88-4) + 1-(2’,3’-O-isopropylidene-β-D-erythro-pent-4’-enofuranosyl)uracil (17331-67-8) → 3-benzoyl-1-(5-deoxy-2,3-O-isopropylidene-β-D-erythro-pent-4-enofuranosyl)uracil (916498-60-7)

Guidance literature:

With triethylamine; In dichloromethane; for 4h;

DOI:10.1021/jo061606u

Reference yield: 45.0%

methanol (67-56-1) + 4,4'-dimethoxytrityl chloride (40615-36-9) + 1-(2’,3’-O-isopropylidene-β-D-erythro-pent-4’-enofuranosyl)uracil (17331-67-8) → 1-[5-O-(4,4'-dimethoxytrityl)-2,3-O-isopropylidene-4-methoxy-α-L-lyxofuranosyl]uracil + 5'-O-(4,4'-dimethoxytrityl)-2',3'-O-isopropyliden-4'-methoxyuridine (877072-25-8)

Guidance literature:

methanol; 1-(2’,3’-O-isopropylidene-β-D-erythro-pent-4’-enofuranosyl)uracil; With 3-chloro-benzenecarboperoxoic acid; at 20 ℃; for 24h;

4,4'-dimethoxytrityl chloride; With pyridine; at 20 ℃; for 9h;

DOI:10.3987/COM-05-10551

upstream raw materials:

hydroxymethyl-phosphonic acid dimethyl ester

2',3'-O-isopropylidene-5'-O-tosyluridine

Downstream raw materials:

C₁₉H₂₀N₂O₆

5'-O-(4,4'-dimethoxytrityl)-2',3'-O-isopropyliden-4'-methoxyuridine

3-benzoyl-1-(5-deoxy-2,3-O-isopropylidene-β-D-erythro-pent-4-enofuranosyl)uracil

3-benzoyl-1-[(S)-4,4-C-(1,1-dilfuoroethane-1,2-diyl)-2,3-O-isopropylidene-β-D-erythrofuranosyl]uracil