Thymidine bromohydrin

Base Information

• Chemical Name: Thymidine bromohydrin
• CAS No.: 43179-28-8
• Molecular Formula: C10H15BrN2O6
• Molecular Weight: 339.143
• Mol file: 43179-28-8.mol

Synonyms:(5S,6S)-5-bromo-6-hydroxy-5,6-dihydrothymidine;(5S,6S)-trans-(-)-5-bromo-6-hydroxy-5,6-dihydrothymidine;(5S,6S)-thymidine bromohydrin;trans-(5S,6S)-5-bromo-6-hydroxy-5,6-dihydrothymidine;

Chemical Property of Thymidine bromohydrin

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 119.33000
• Density: 1.83g/cm³
• LogP: -1.25490

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Thymidine bromohydrin

There total 1 articles about Thymidine bromohydrin 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: 31.0%

thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → (5R,6R)-trans-(+)-5-bromo-6-hydroxy-5,6-dihydrothymidine (43179-29-9) + (5S,6S)-trans-(-)-5-bromo-6-hydroxy-5,6-dihydrothymidine (43179-28-8)

Guidance literature:

With N-Bromosuccinimide; In water; at 0 ℃; for 0.166667h;

Reference yield: 40.8%

(5S,6S)-trans-(-)-5-bromo-6-hydroxy-5,6-dihydrothymidine (43179-28-8) + aniline (62-53-3) → (5R,6R)-cis-(+)-6-anilino-5-hydroxy-5,6-dihydrothymidine (107908-74-7,107983-18-6,107983-19-7) + (5R,6S)-trans-(+)-6-anilino-5-hydroxy-5,6-dihydrothymidine (107908-74-7,107983-18-6,107983-19-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 42h; Ambient temperature;

Reference yield: 24.1%

H-Phe-OEt (3081-24-1) + (5S,6S)-trans-(-)-5-bromo-6-hydroxy-5,6-dihydrothymidine (43179-28-8) → ethyl N-<(5R,6R)-cis-(-)-5-hydroxy-5,6-dihydro-6-thymidyl>-L-phenylalaninate (107908-77-0,107983-23-3,108031-51-2) + ethyl N-<(5R,6S)-trans-(+)-5-hydroxy-5,6-dihydro-6-thymidyl>-L-phenylalaninate (107908-77-0,107983-23-3,108031-51-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 45h; Ambient temperature;

upstream raw materials:

thymidine

Downstream raw materials:

ethyl N-<(5R,6R)-cis-(-)-5-hydroxy-5,6-dihydro-6-thymidyl>-L-phenylalaninate

ethyl N-<(5R,6S)-trans-(+)-5-hydroxy-5,6-dihydro-6-thymidyl>-L-phenylalaninate

thymin

1-(2-Deoxy-β-D-erythro-pentopyranosyl)thymine

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