Q768R9SQ5Y

Base Information

• Chemical Name: Q768R9SQ5Y
• CAS No.: 596103-01-4
• Molecular Formula: C₁₈H₁₈ClIN₆O₃S
• Molecular Weight: 560.803
• UNII: Q768R9SQ5Y
• ChEMBL ID: CHEMBL200732
• Nikkaji Number: J2.654.579J
• Mol file: 596103-01-4.mol

Synonyms:2-chloro-N(6)-(3-iodobenzyl)-5'-N-methylcarbamoyl-4'-thioadenosine;LJ 529;LJ-529;LJ529 cpd

Chemical Property of Q768R9SQ5Y

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 559.98943
• Heavy Atom Count: 30
• Complexity: 627

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNC(=O)C1C(C(C(S1)N2C=NC3=C(N=C(N=C32)Cl)NCC4=CC(=CC=C4)I)O)O
• Isomeric SMILES: CNC(=O)[C@@H]1[C@H]([C@H]([C@@H](S1)N2C=NC3=C(N=C(N=C32)Cl)NCC4=CC(=CC=C4)I)O)O

Technology Process of Q768R9SQ5Y

There total 20 articles about Q768R9SQ5Y 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: 63.0%

(2S,3S,4R,5R)-3,4-bis(tert-butyldimethylsilanyloxy)-5-(2-chloro-6-(3-iodobenzylamino)purin-9-yl)-tetrahydro-thiophene-2-carboxylic acid methylamide (666830-47-3) → (2S,3S,4R,5R)-5-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-3,4-dihydroxy-tetrahydro-thiophene-2-carboxylic acid methylamide (596103-01-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jm034098e

Reference yield:

benzoic acid (2R,3S,4R,5R)-5-[2-chloro-6-(3-iodobenzylamino)purin-9-yl]-3,4-dihydroxy-tetrahydro-thiophen-2-yl methyl ester (666750-34-1) → (2S,3S,4R,5R)-5-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-3,4-dihydroxy-tetrahydro-thiophene-2-carboxylic acid methylamide (596103-01-4)

Guidance literature:

Multi-step reaction with 6 steps

1: dimethylformamide

2: NaOMe / methanol

3: PDC / dimethylformamide

4: K₂CO₃

5: methanol

6: n-Bu₄NF / tetrahydrofuran

With dipyridinium dichromate; tetrabutyl ammonium fluoride; sodium methylate; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1081/NCN-200061827

Reference yield:

benzoic acid (3aS,4R,6R,6aR)-6-(2-chloro-6-(3-iodo-benzylamino)-purin-9-yl)-2,2-dimethyl-tetrahydro-thieno[3,4-d][1,3]dioxol-4-ylmethyl ester (596103-11-6) → (2S,3S,4R,5R)-5-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-3,4-dihydroxy-tetrahydro-thiophene-2-carboxylic acid methylamide (596103-01-4)

Guidance literature:

Multi-step reaction with 7 steps

1: aq. acetic acid

2: dimethylformamide

3: NaOMe / methanol

4: PDC / dimethylformamide

5: K₂CO₃

6: methanol

7: n-Bu₄NF / tetrahydrofuran

With dipyridinium dichromate; tetrabutyl ammonium fluoride; sodium methylate; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1081/NCN-200061827

upstream raw materials:

(2S,3S,4R,5R)-3,4-bis(tert-butyldimethylsilanyloxy)-5-(2-chloro-6-(3-iodobenzylamino)purin-9-yl)-tetrahydro-thiophene-2-carboxylic acid methylamide

3-iodobenzylamine

benzoic acid (3aS,4R,6R,6aR)-6-(2,6-dichloro-purin-9-yl)-2,2-dimethyl-tetrahydro-thieno[3,4-d][1,3]dioxol-4-ylmethyl ester

benzoic acid (2R,3S,4R,5R)-5-[2-chloro-6-(3-iodobenzylamino)purin-9-yl]-3,4-dihydroxy-tetrahydro-thiophen-2-yl methyl ester