ZIDOVUDINE RELATED COMPOUND B (25 MG) (3'-CHLORO-3'-DEOXYTHYMIDINE)

Base Information

• Chemical Name: ZIDOVUDINE RELATED COMPOUND B (25 MG) (3'-CHLORO-3'-DEOXYTHYMIDINE)
• CAS No.: 25526-94-7
• Molecular Formula: C₁₀H₁₃ClN₂O₄
• Molecular Weight: 260.677
• Hs Code.: 2934990002
• Mol file: 25526-94-7.mol

Synonyms:3'-Chloro-3'-deoxythymidine (Zidovudine Related Compound B);Zidovudine Related Compound B;3'-Chloro-3'-deoxythymidine;3'-Chloro-3'-deoxythymidine (Zidovudine Related Compound B);

Chemical Property of ZIDOVUDINE RELATED COMPOUND B (25 MG) (3'-CHLORO-3'-DEOXYTHYMIDINE)

Chemical Property:

• Melting Point: 180-182 °C
• Boiling Point: °Cat760mmHg
• PKA: 9.55±0.10(Predicted)
• Flash Point: °C
• PSA: 84.32000
• Density: 1.48g/cm³
• LogP: -0.26780

Purity/Quality:

97% ^*data from raw suppliers

3''-Chloro-3''-deoxythymidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3'-Chloro-3'-deoxythymidine is an impurity of 3'-Azido-3'-deoxythymidine (A825000), a potent and selective inhibitor of HIV-1 replication and a potential antiviral agent. 3''-Chloro-3''-deoxythymidine (Zidovudine EP Impurity B) is an impurity of 3''-Azido-3''-deoxythymidine (A825000), a potent and selective inhibitor of HIV-1 replication and a potential antiviral agent.

Technology Process of ZIDOVUDINE RELATED COMPOUND B (25 MG) (3'-CHLORO-3'-DEOXYTHYMIDINE)

There total 2 articles about ZIDOVUDINE RELATED COMPOUND B (25 MG) (3'-CHLORO-3'-DEOXYTHYMIDINE) 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: 57.0%

1-(3-chloro-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)thymine (34627-62-8) → 3'-chloro-3'-deoxythymidine (25526-94-7)

Guidance literature:

With water; acetic acid; at 90 ℃; for 0.5h;

DOI:10.1021/jm100165w

Reference yield:

→ 3'-chloro-3'-deoxythymidine (25526-94-7)

Guidance literature:

Thymin 4,HCl/Δ;

DOI:10.1016/S0040-4020(01)90749-5

Reference yield:

3'-chloro-3'-deoxythymidine (25526-94-7) → Phosphoric acid (2R,3S,5R)-5-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-3-chloro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 4-chloro-phenyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: triisopropylbenzenesulfochloride, 1-methylimidazole / pyridine / 0.03 h

2: trifluoroacetic acid; CH₂Cl₂ / 0.17 h / -20 °C

With 1-methyl-1H-imidazole; triisopropylbenzenesulfochloride; In pyridine; dichloromethane; trifluoroacetic acid;

upstream raw materials:

1-(3-chloro-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)thymine

Downstream raw materials:

C₅₃H₄₈Cl₂N₇O₁₁P

C₅₃H₄₈Cl₂N₇O₁₂P

C₅₂H₄₈Cl₂N₅O₁₂P

C₄₆H₄₅Cl₂N₄O₁₂P

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