Siba

Base Information

• Chemical Name: Siba
• CAS No.: 35899-54-8
• Deprecated CAS: 103141-88-4
• Molecular Formula: C₁₄H₂₁N₅O₃S
• Molecular Weight: 339.418
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10957314
• Nikkaji Number: J395.222C
• Wikidata: Q76010382
• ChEMBL ID: CHEMBL427359
• Mol file: 35899-54-8.mol

Synonyms:5'-deoxy-5'-S-isobutyladenosine;5'-deoxy-5'-S-isobutylthioadenosine;5'-S-isobutyl-5'-deoxyadenosine;5'-S-isobutylthioadenosine;SIBA

Chemical Property of Siba

Chemical Property:

• Boiling Point: 631.2 °C at 760 mmHg
• PKA: 13.13±0.70(Predicted)
• Flash Point: 335.5 °C
• PSA: 144.61000
• Density: 1.63 g/cm³
• LogP: 0.99810
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 339.13651072
• Heavy Atom Count: 23
• Complexity: 405

Purity/Quality:

99% ^*data from raw suppliers

SIBA >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CSCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O
• Isomeric SMILES: CC(C)CSC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O

Technology Process of Siba

There total 3 articles about Siba 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:

2-methylpropanethiol-1 (513-44-0) + 5'-deoxy-5'-chloroadenosine (892-48-8) → 5'-Isobutylthioadenosine (35899-54-8,86072-56-2,139709-85-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at 40 ℃; for 12h;

DOI:10.1016/j.bmcl.2005.03.107

Reference yield:

(2S)-2-amino-4-[(2-methylpropyl)sulfanyl]butanoic acid (13073-23-9) + ATP (56-65-5,896506-78-8) → 5'-Isobutylthioadenosine (35899-54-8,86072-56-2,139709-85-6) + C18H28N6O5S

Guidance literature:

With recombinant Methanocaldococcus jannaschii methionine adenosyltransferase; potassium chloride; magnesium chloride; In aq. buffer; at 65 ℃; for 4h; pH=8; Temperature; Reagent/catalyst; Enzymatic reaction;

DOI:10.1002/anie.201308272

Reference yield:

→ 5'-Isobutylthioadenosine (35899-54-8,86072-56-2,139709-85-6)

Guidance literature:

d. Tosylat, Thiol;

upstream raw materials:

2-methylpropanethiol-1

5'-deoxy-5'-chloroadenosine

(2S)-2-amino-4-[(2-methylpropyl)sulfanyl]butanoic acid

ATP

Downstream raw materials:

5-S-isobutyl-5'-thioinosine

Refernces

• 1、 Kung, Pei-Pei,Zehnder, Luke R.,Meng, Jerry J.,Kupchinsky, Stanley W.,Skalitzky, Donald J.,Johnson, M. Catherine,Maegley, Karen A.,Ekker, Anne,Kuhn, Leslie A.,Rose, Peter W.,Bloom, Laura A.. "Design, synthesis, and biological evaluation of novel human 5′-deoxy-5′-methylthioadenosine phosphorylase (MTAP) substrates". . p. 2829 - 2833. Retrieved 2007/10/03.