Adodato

Base Information

• Chemical Name: Adodato
• CAS No.: 76426-40-9
• Molecular Formula: C₁₈H₃₁N₇O₃S
• Molecular Weight: 425.555
• Nikkaji Number: J2.516.458J
• Pharos Ligand ID: UR7WY9MQKV13
• ChEMBL ID: CHEMBL330673
• Mol file: 76426-40-9.mol

Synonyms:AdoDATO;S-adenosyl-1,8-diamino-3-thiooctane;S-adenosyl-3-thio-1,8-diaminooctane;SATDAO

Chemical Property of Adodato

Chemical Property:

• Boiling Point: 739.7oC at 760 mmHg
• Flash Point: 401.1oC
• PSA: 196.65000
• Density: 1.59g/cm3
• LogP: 1.97920
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 11
• Exact Mass: 425.22090905
• Heavy Atom Count: 29
• Complexity: 494

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CSC(CCCCCN)CCN)O)O)N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSC(CCCCCN)CCN)O)O)N

Technology Process of Adodato

There total 6 articles about Adodato 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:

(R,S)-1,8-dichloro-3-octanol (79355-10-5) → S-adenosyl-1,8-diamino-3-thiooctane (76426-40-9)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium azide, lithium iodide / 1.) 60 deg C, 1 d, 2.) RT, 1 d

2: pyridine / 24 h / 4 °C

3: 39 percent / dimethylsulfoxide / 24 h / Ambient temperature

4: aq. NaOH / dimethylsulfoxide / Ambient temperature

5: 1.) triphenylphosphine, 2.) aq. ammonium hydroxide / 1.) pyridine, RT, 1 h, 2.) pyridine, RT, 2 h

With pyridine; ammonium hydroxide; sodium hydroxide; sodium azide; triphenylphosphine; lithium iodide; In dimethyl sulfoxide;

DOI:10.1021/jm00143a003

Reference yield:

1,8-dichloro-3-octanone (79355-11-6) → S-adenosyl-1,8-diamino-3-thiooctane (76426-40-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 69 percent / sodium borohydride, aq. NH₄OH / ethanol; H₂O / 1 h / Ambient temperature

2: sodium azide, lithium iodide / 1.) 60 deg C, 1 d, 2.) RT, 1 d

3: pyridine / 24 h / 4 °C

4: 39 percent / dimethylsulfoxide / 24 h / Ambient temperature

5: aq. NaOH / dimethylsulfoxide / Ambient temperature

6: 1.) triphenylphosphine, 2.) aq. ammonium hydroxide / 1.) pyridine, RT, 1 h, 2.) pyridine, RT, 2 h

With pyridine; ammonium hydroxide; sodium hydroxide; sodium tetrahydroborate; sodium azide; triphenylphosphine; lithium iodide; In ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jm00143a003

Reference yield:

1,8-diazido-3-hydroxyoctane (79354-97-5) → S-adenosyl-1,8-diamino-3-thiooctane (76426-40-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 24 h / 4 °C

2: 39 percent / dimethylsulfoxide / 24 h / Ambient temperature

3: aq. NaOH / dimethylsulfoxide / Ambient temperature

4: 1.) triphenylphosphine, 2.) aq. ammonium hydroxide / 1.) pyridine, RT, 1 h, 2.) pyridine, RT, 2 h

With pyridine; ammonium hydroxide; sodium hydroxide; triphenylphosphine; In dimethyl sulfoxide;

DOI:10.1021/jm00143a003

upstream raw materials:

S-adenosyl-1,8-diazido-3-thiooctane

(R,S)-1,8-dichloro-3-octanol

1,8-dichloro-3-octanone

1,8-diazido-3-hydroxyoctane

Refernces