5-bromo-2',3'-O-isopropylidene-uridine

Base Information

• Chemical Name: 5-bromo-2',3'-O-isopropylidene-uridine
• CAS No.: 54503-61-6
• Molecular Formula: C12H15 Br N2 O6
• Molecular Weight: 363.165
• ChEMBL ID: CHEMBL1715199
• Nikkaji Number: J266.901C
• Mol file: 54503-61-6.mol

Synonyms:MLS002460598;SCHEMBL320749;CHEMBL1715199;BNOWIBTXEKPNGG-FDDDBJFASA-N;HMS2208A05;NCGC00247403-01;5-bromo-2',3'-O-isopropylidene-uridine;SMR001382739;5-Bromo-1-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)pyrimidine-2,4(1H,3H)-dione

Chemical Property of 5-bromo-2',3'-O-isopropylidene-uridine

Chemical Property:

• PSA: 103.04000
• LogP: 0.12120
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 362.01135
• Heavy Atom Count: 21
• Complexity: 522

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(OC(C2O1)N3C=C(C(=O)NC3=O)Br)CO)C
• Isomeric SMILES: CC1(O[C@@H]2[C@H](O[C@H]([C@@H]2O1)N3C=C(C(=O)NC3=O)Br)CO)C

Technology Process of 5-bromo-2',3'-O-isopropylidene-uridine

There total 9 articles about 5-bromo-2',3'-O-isopropylidene-uridine 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: 100.0%

5-bromouridine (957-75-5) + acetone (67-64-1) → 2',3'-O-isopropylidene-5-bromouridine (54503-61-6)

Guidance literature:

5-bromouridine; acetone; With sulfuric acid; at 20 ℃; for 1h;

With triethylamine; In acetone;

Reference yield: 94.0%

(5S,6S)-5-bromo-O6,5'-cyclo-5,6-dihydro-2'3'-O-isopropylidineuridine (118397-03-8) → 2',3'-O-isopropylidene-5-bromouridine (54503-61-6)

Guidance literature:

With sodium methylate; In methanol; for 0.0833333h; Heating;

Reference yield: 90.0%

(5R,6S)-5-bromo-O6,5'-cyclo-5,6-dihydro-2'3'-O-isopropylidineuridine (118357-44-1) → 2',3'-O-isopropylidene-5-bromouridine (54503-61-6)

Guidance literature:

With sodium methylate; In methanol; for 0.0833333h; Heating;

upstream raw materials:

2',3'-O-isopropylideneuridine

(5S,6S)-5-bromo-O⁶,5'-cyclo-5,6-dihydro-2'3'-O-isopropylidineuridine

(5R,6S)-5-bromo-O⁶,5'-cyclo-5,6-dihydro-2'3'-O-isopropylidineuridine

5-bromouridine

Downstream raw materials:

2',3'-O-isopropylideneuridine

5-<3-<2-(acetylamino)ethyl>-5-methoxy-1H-indol-2-yl>-2',3'-O-(1-methylethylidene)uridine

5-phenylthiouridine

1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenylsulfanyl-1H-pyrimidine-2,4-dione