Adenosine-5'-13C

Base Information

• Chemical Name: Adenosine-5'-13C
• CAS No.: 54447-57-3
• Molecular Formula: C₁₀H₁₃N₅O₄
• Molecular Weight: 268.233
• Mol file: 54447-57-3.mol

Synonyms:

Chemical Property of Adenosine-5'-13C

Chemical Property:

• Melting Point: 232-234°C
• Storage Temp.: Refrigerator
• Solubility.: DMSO

Purity/Quality:

≥99% ^*data from raw suppliers

Adenosine-5''-13C ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Carbon 13 Labelled analogue of Adenosine (A280400), a purine nucleoside that plays an important role in various biochemical processes.

Technology Process of Adenosine-5'-13C

There total 8 articles about Adenosine-5'-13C 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: 62.0%

N6,O2',O3',O5'-tetrabenzoyl[5'-13C]adenosine (184000-85-9) → [5'-13C]adenosine (54447-57-3)

Guidance literature:

With sodium methylate; In methanol; for 0.75h; Heating;

DOI:10.1002/1099-1344(200006)43:7<635::AID-JLCR348>3.0.CO;2-C

Reference yield:

<5'-13C>pent-4-enyl 2',3',5'-tri-O-benzoyl-β-D-erythro-pentofuranoside (223906-62-5) → [5'-13C]adenosine (54447-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / N-iodosuccinimide; molecular sieves 4A; trifluoromethanesulfonic acid / acetonitrile / 2 h / 20 °C

2: 62 percent / NaOCH₃ / methanol / 0.75 h / Heating

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; In methanol; acetonitrile; 1: Condensation / 2: Hydrolysis;

DOI:10.1002/1099-1344(200006)43:7<635::AID-JLCR348>3.0.CO;2-C

Reference yield:

[5'-13C]pent-4-enyl D-erythropentofuranoside → [5'-13C]adenosine (54447-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / pyridine / 24 h / 20 °C

2: 41 percent / N-iodosuccinimide; molecular sieves 4A; trifluoromethanesulfonic acid / acetonitrile / 2 h / 20 °C

3: 62 percent / NaOCH₃ / methanol / 0.75 h / Heating

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; In methanol; acetonitrile; 1: Acylation / 2: Condensation / 3: Hydrolysis;

DOI:10.1002/1099-1344(200006)43:7<635::AID-JLCR348>3.0.CO;2-C

upstream raw materials:

N⁶,O^2',O^3',O^5'-tetrabenzoyl[5'-13C]adenosine

N-benzoyladenine

<5'-13C>pent-4-enyl 2',3',5'-tri-O-benzoyl-β-D-erythro-pentofuranoside

[5'-13C]pent-4-enyl 2;,3',5'-tri-O-benzoyl-α-D-erythropentofuranoside

Refernces

• 1、 Cheng, Shifa,Zang, Erle,Brown, Kenneth L.. "A convenient and practical synthesis of coenzyme B12 enriched in 13C in the cobalt-bound carbon". . p. 891 - 903. Retrieved 2007/10/03.