8-S-Benzyl cyclic amp

Base Information

• Chemical Name: 8-S-Benzyl cyclic amp
• CAS No.: 32487-38-0
• Molecular Formula: C₁₇H₁₈N₅O₆PS
• Molecular Weight: 451.4
• DSSTox Substance ID: DTXSID70954228
• Nikkaji Number: J424.503B
• Wikidata: Q82933328
• ChEMBL ID: CHEMBL3142470
• Mol file: 32487-38-0.mol

Synonyms:8-benzylthio-cAMP;8-S-benzyl cyclic AMP;8-thio-benzyl cyclic AMP;8-thio-benzyl cyclic AMP, monosodium salt;8-thio-benzyl cyclic AMP, sodium salt

Chemical Property of 8-S-Benzyl cyclic amp

Chemical Property:

• Vapor Pressure: 1.27E-25mmHg at 25°C
• Boiling Point: 780.1°Cat760mmHg
• Flash Point: 425.6°C
• PSA: 189.95000
• Density: 1.95g/cm³
• LogP: 2.05610
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 451.07154148
• Heavy Atom Count: 30
• Complexity: 675

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C(C(O2)N3C4=NC=NC(=C4N=C3SCC5=CC=CC=C5)N)O)OP(=O)(O1)O
• Isomeric SMILES: C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C4=NC=NC(=C4N=C3SCC5=CC=CC=C5)N)O)OP(=O)(O1)O

Technology Process of 8-S-Benzyl cyclic amp

There total 1 articles about 8-S-Benzyl cyclic amp 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:

→ 8-benzylthioadenosine 3',5'-cyclic phosphate (32487-38-0)

Guidance literature:

Aus der 8-Bromverb. 1 und C6H5-CH2SH in Ggw. v. NaOCH3;

DOI:10.1021/bi00788a033

Reference yield:

8-benzylthioadenosine 3',5'-cyclic phosphate (32487-38-0) + myristylaldehyde (124-25-4,511542-15-7) → (4aR,6R,7R,7aS)-6-[8-Benzylsulfanyl-6-tetradec-(Z)-ylideneamino-purin-9-yl]-2-oxo-tetrahydro-2λ5-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol

Guidance literature:

With tributyl-amine; In chloroform; acetic acid; at 50 ℃; for 0.5h;

DOI:10.1248/cpb.36.2212

Reference yield:

8-benzylthioadenosine 3',5'-cyclic phosphate (32487-38-0) → 8-(benzylthio)-6-(n-propylamino)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate (72549-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tri-n-butylamine / acetic acid / 0.5 h / Ambient temperature

2: sodium cyanoborohydride / acetic acid / 6 h / Ambient temperature

With tributyl-amine; sodium cyanoborohydride; In acetic acid;

DOI:10.1248/cpb.36.2212

Downstream raw materials:

8-(benzylthio)-6-(n-butylamino)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate

6-(benzylamino)-8-(benzylthio)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate

(4aR,6R,7R,7aS)-6-(8-Benzylsulfanyl-6-pentylamino-purin-9-yl)-2-oxo-tetrahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol