1-carba-1-deazariboflavin

Base Information

• Chemical Name: 1-carba-1-deazariboflavin
• CAS No.: 64183-66-0
• Molecular Formula: C₁₈H₂₁N₃O₆
• Molecular Weight: 375.381
• Mol file: 64183-66-0.mol

Synonyms:Pyrido[3,4-b]quinoxaline,D-ribitol deriv.; 1-Carba-1-deazariboflavin; 1-Deazariboflavin; Riboflavin,1-deaza-

Chemical Property of 1-carba-1-deazariboflavin

Chemical Property:

• PSA: 148.67000
• Density: 1.57g/cm³
• LogP: -1.07020

Purity/Quality:

99% ^*data from raw suppliers

1-Deazariboflavin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Deazariboflavin is the derivative of (-)-Riboflavin (R414995), known as vitamin B2 .1-Deazariboflavin, can also be used in photosensitized cleavage of thymine dimer with reduced flavin, using as a model for enzymic photorepair of DNA. Reduced 1-deazariboflavin is not consumed during dimer cleavage. 1-Deazariboflavin, is the derivative of (-)-Riboflavin (R414995), known as vitamin B2 .1-Deazariboflavin, can also be used in photosensitized cleavage of thymine dimer with reduced flavin, using as a model for enzymic photorepair of DNA. Reduced 1-deazariboflavin is not consumed during dimer cleavage.

Technology Process of 1-carba-1-deazariboflavin

There total 10 articles about 1-carba-1-deazariboflavin 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: 48.0%

ethyl 3-(2-ethoxy-2-oxoethylidene)-6,7-dimethyl-4-(D-ribityl)-3,4-dihydroquinoxaline-2-carboxylate (682341-02-2) → 1-deazariboflavin (64183-66-0)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 48h;

DOI:10.1002/ejoc.200800504

Reference yield:

4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → 1-deazariboflavin (64183-66-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 66 percent / sodium bicarbonate / dioxane; H₂O / 5 h / 20 °C

2: 92 percent / sodium cyanoborohydride / methanol / 48 h / 65 °C

3: 99 percent / HCl / dioxane / 5 h / 20 °C

4: 55 percent / cesium carbonate / dimethylformamide; CH₂Cl₂ / 24 h / 20 °C

5: methanol; ammonia / 48 h / 20 °C

With hydrogenchloride; methanol; ammonia; sodium cyanoborohydride; sodium hydrogencarbonate; caesium carbonate; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo049859f

Reference yield:

diethyl 1,3-acetonedicarboxylate (105-50-0) → 1-deazariboflavin (64183-66-0)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine; carbon dioxide / 0.5 h / 65 °C

2: 55 percent / cesium carbonate / dimethylformamide; CH₂Cl₂ / 24 h / 20 °C

3: methanol; ammonia / 48 h / 20 °C

With methanol; carbon dioxide; ammonia; bromine; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo049859f

upstream raw materials:

ethyl 3-(2-ethoxy-2-oxoethylidene)-6,7-dimethyl-4-(D-ribityl)-3,4-dihydroquinoxaline-2-carboxylate

D-ribose

diethyl 2-bromo-3-oxo-glutarate

N-D-ribityl-4,5-dimethyl-1,2-phenylenediamine