Glucose-conjugated MGMT inhibitor

Base Information

• Chemical Name: Glucose-conjugated MGMT inhibitor
• CAS No.: 382607-78-5
• Molecular Formula: C24H34BrN5O7S
• Molecular Weight: 616.53
• DSSTox Substance ID: DTXSID90439860
• Nikkaji Number: J1.604.406G
• Wikidata: Q72439016
• Mol file: 382607-78-5.mol

Synonyms:Glucose-conjugated MGMT inhibitor;382607-78-5;O6BTG-octylglucoside;(2R,3R,4S,5S,6R)-2-[8-[2-amino-6-[(4-bromothiophen-2-yl)methoxy]purin-9-yl]octoxy]-6-(hydroxymethyl)oxane-3,4,5-triol;O6BTG-C8-??lu;CS-0463;DTXSID90439860;HY-13057;MS-30746;F84216;8-[2-Amino-6-(4-bromo-2-thenyloxy)-9H-purine-9-yl]octyl beta-D-glucopyranoside

Chemical Property of Glucose-conjugated MGMT inhibitor

Chemical Property:

• Boiling Point: 847.4±75.0 °C(Predicted)
• PKA: 12.95±0.70(Predicted)
• PSA: 207.20000
• Density: 1.70
• LogP: 1.89870
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 14
• Exact Mass: 615.13623
• Heavy Atom Count: 38
• Complexity: 709

Purity/Quality:

98% ^*data from raw suppliers

Glucose-conjugatedMGMTinhibitor 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC=C1Br)COC2=NC(=NC3=C2N=CN3CCCCCCCCOC4C(C(C(C(O4)CO)O)O)O)N
• Isomeric SMILES: C1=C(SC=C1Br)COC2=NC(=NC3=C2N=CN3CCCCCCCCO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)N

Technology Process of Glucose-conjugated MGMT inhibitor

There total 7 articles about Glucose-conjugated MGMT inhibitor 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-[O6-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside (382607-77-4) → 8-[O6-(4-bromothenyl)-guan-9-yl]-octyl-β-D-glucoside (382607-78-5,793035-88-8)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1021/jm010006e

Reference yield:

4-Bromothiophen-2-aldehyde (18791-75-8) → 8-[O6-(4-bromothenyl)-guan-9-yl]-octyl-β-D-glucoside (382607-78-5,793035-88-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 89 percent / NaBH₄ / propan-2-ol / 1 h

2.1: NaH; DMSO / 1 h

2.2: 70 percent / dimethylsulfoxide / 1 h

3.1: LiH / dimethylformamide / 1 h / 20 - 80 °C

3.2: 37.7 percent / dimethylformamide / Heating

4.1: CH₃ONa / methanol

With sodium tetrahydroborate; sodium methylate; lithium hydride; sodium hydride; dimethyl sulfoxide; In methanol; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm010006e

Reference yield:

β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (114682-36-9,14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,127305-34-4,151377-77-4) → 8-[O6-(4-bromothenyl)-guan-9-yl]-octyl-β-D-glucoside (382607-78-5,793035-88-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 48 percent / 3 Angstroem molecular sieves; silver phosphate / nitromethane

2.1: LiH / dimethylformamide / 1 h / 20 - 80 °C

2.2: 37.7 percent / dimethylformamide / Heating

3.1: CH₃ONa / methanol

With silver orthophosphate; 3 A molecular sieve; sodium methylate; lithium hydride; In methanol; nitromethane; N,N-dimethyl-formamide; 1.1: Koenigs-Knorr reaction;

DOI:10.1021/jm010006e

upstream raw materials:

8-[O⁶-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside

4-Bromothiophen-2-aldehyde

β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

8-bromooctanol

Refernces