URIDINE, 2'-BROMO-2'-DEOXY-5-METHYL-, 5'-BENZOATE 3'-METHANESULFONATE

Base Information

• Chemical Name: URIDINE, 2'-BROMO-2'-DEOXY-5-METHYL-, 5'-BENZOATE 3'-METHANESULFONATE
• CAS No.: 165047-01-8
• Molecular Formula: C18H19 Br N2 O8 S
• Molecular Weight: 503.327
• Mol file: 165047-01-8.mol

Synonyms:URIDINE, 2-BROMO-2-DEOXY-5-METHYL-, 5-BENZOATE 3-METHANESULFONATE;5-BENZOYL-3-ETHANESULFONYL-2-BROMOTHYMIDINE;5-BENZOYL-3ETHANESULFONYL-2ROMOTHYMIDINE;5-BENZOYL-3-Methanesulfonyl-2-Bromothymidine

Chemical Property of URIDINE, 2'-BROMO-2'-DEOXY-5-METHYL-, 5'-BENZOATE 3'-METHANESULFONATE

Chemical Property:

• PSA: 142.14000
• LogP: 1.78850

Purity/Quality:

99% ^*data from raw suppliers

2'-BROMO-2'-DEOXY-5-METHYL-, 5'-BENZOATE 3'-METHANESULFONATE URIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of URIDINE, 2'-BROMO-2'-DEOXY-5-METHYL-, 5'-BENZOATE 3'-METHANESULFONATE

There total 5 articles about URIDINE, 2'-BROMO-2'-DEOXY-5-METHYL-, 5'-BENZOATE 3'-METHANESULFONATE 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: 98.0%

2,2'-Anhydro-1-(5'-O-Benzoyl-3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine (99631-18-2) → 5′-benzoyl-3′α-methanesulfonyl-2′α-bromothymidine (165047-01-8)

Guidance literature:

With methanol; Acetyl bromide; In ethyl acetate; for 1h; Heating;

DOI:10.1016/0040-4039(95)01752-4

Reference yield:

5-Methyluridine (1463-10-1,642082-80-2) → 5′-benzoyl-3′α-methanesulfonyl-2′α-bromothymidine (165047-01-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / N-methylmorpholine / acetone / 2.5 h / 5 - 50 °C

2: 90 percent / various solvent(s) / 1 h / 115 °C

3: 98 percent / AcBr, MeOH / ethyl acetate / 1 h / Heating

With 4-methyl-morpholine; methanol; Acetyl bromide; In ethyl acetate; acetone;

DOI:10.1016/0040-4039(95)01752-4

Reference yield:

2′,3′,5′-tris(methanesulfonyl)-5-methyluridine (99614-96-7) → 5′-benzoyl-3′α-methanesulfonyl-2′α-bromothymidine (165047-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / various solvent(s) / 1 h / 115 °C

2: 98 percent / AcBr, MeOH / ethyl acetate / 1 h / Heating

With methanol; Acetyl bromide; In ethyl acetate;

DOI:10.1016/0040-4039(95)01752-4

upstream raw materials:

2,2'-Anhydro-1-(5'-O-Benzoyl-3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine

sodium benzoate

2′,3′,5′-tris(methanesulfonyl)-5-methyluridine

5-Methyluridine

Downstream raw materials:

5′-benzoyl-2′,3′-didehydro-3′-deoxythymidine

2,3'-anhydro-5'-O-benzoyl-2'-deoxythymidine

((2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-(methylsulfonyloxy)-tetrahydrofuran-2-yl)methyl benzoate

3'-azido-5'-O-benzoyl-3'-deoxythymidine