2-(6-AMINO-9H-PURIN-9-YL)-1,4-ANHYDRO-2-DEOXY-L-ARABINITOL

Base Information

• Chemical Name: 2-(6-AMINO-9H-PURIN-9-YL)-1,4-ANHYDRO-2-DEOXY-L-ARABINITOL
• CAS No.: 174955-57-8
• Molecular Formula: C10H13N5O3
• Molecular Weight: 251.245
• Mol file: 174955-57-8.mol

Synonyms:2-(6-AMINO-9H-PURIN-9-YL)-1,4-ANHYDRO-2-DEOXY-L-ARABINITOL

Chemical Property of 2-(6-AMINO-9H-PURIN-9-YL)-1,4-ANHYDRO-2-DEOXY-L-ARABINITOL

Chemical Property:

• Melting Point: 226 - 228 °C
• PSA: 119.31000
• LogP: -0.71720

Purity/Quality:

99% ^*data from raw suppliers

2-(6-AMINO-9H-PURIN-9-YL)-1,4-ANHYDRO-2-DEOXY-L-ARABINITOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(6-AMINO-9H-PURIN-9-YL)-1,4-ANHYDRO-2-DEOXY-L-ARABINITOL

There total 9 articles about 2-(6-AMINO-9H-PURIN-9-YL)-1,4-ANHYDRO-2-DEOXY-L-ARABINITOL 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:

7H-purin-6-ylamine (73-24-5,71660-29-2,71660-30-5) → (2S,3R,4S)-4-(6-Amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol (174955-57-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / t-BuOK, 18-crown ether-6 / dimethylformamide / 68 h / 80 °C

2: 0.3percent aq. TFA / 3 h / 80 °C

3: NaBH₄ / 0.67 h / Ambient temperature

With sodium tetrahydroborate; 18-crown-6 ether; potassium tert-butylate; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/0968-0896(96)00048-X

Reference yield:

(1R,2R,5R)-2-(dimethoxymethyl)-3,6-dioxabicyclo[3.1.0]hexane (89860-19-5) → (2S,3R,4S)-4-(6-Amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol (174955-57-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / t-BuOK, 18-crown ether-6 / dimethylformamide / 68 h / 80 °C

2: 0.3percent aq. TFA / 3 h / 80 °C

3: NaBH₄ / 0.67 h / Ambient temperature

With sodium tetrahydroborate; 18-crown-6 ether; potassium tert-butylate; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/0968-0896(96)00048-X

Reference yield:

2,5-Anhydro-D-xylose dimethyl acetal 3-(4-methylbenzenesulfonate) (20701-43-3) → (2S,3R,4S)-4-(6-Amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol (174955-57-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

2: 65 percent / t-BuOK, 18-crown ether-6 / dimethylformamide / 68 h / 80 °C

3: 0.3percent aq. TFA / 3 h / 80 °C

4: NaBH₄ / 0.67 h / Ambient temperature

With sodium tetrahydroborate; 18-crown-6 ether; potassium tert-butylate; potassium carbonate; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/0968-0896(96)00048-X

upstream raw materials:

adenine

7H-purin-6-ylamine

(1R,2R,5R)-2-(dimethoxymethyl)-3,6-dioxabicyclo[3.1.0]hexane

2,5-Anhydro-D-xylose dimethyl acetal 3-(4-methylbenzenesulfonate)

Downstream raw materials:

(2S,3R,4S)-4-(6-Amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol