D4HS0C4Gyk

Base Information

• Chemical Name: D4HS0C4Gyk
• CAS No.: 436847-13-1
• Molecular Formula: C₁₂H₁₅ClN₅O₆P
• Molecular Weight: 391.708
• UNII: D4HS0C4GYK
• ChEMBL ID: CHEMBL2112090
• Mol file: 436847-13-1.mol

Synonyms:MRS 2339;MRS-2339;MRS2339

Chemical Property of D4HS0C4Gyk

Chemical Property:

• Melting Point: 215 °C (decomp)
• Boiling Point: 661.4±65.0 °C(Predicted)
• PKA: 1.95±0.10(Predicted)
• Density: 2.42±0.1 g/cm3(Predicted)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 391.0448479
• Heavy Atom Count: 25
• Complexity: 598

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2C1(C(C(C2N3C=NC4=C(N=C(N=C43)Cl)N)O)O)COP(=O)(O)O
• Isomeric SMILES: C1[C@H]2[C@@]1([C@H]([C@H]([C@@H]2N3C=NC4=C(N=C(N=C43)Cl)N)O)O)COP(=O)(O)O

Technology Process of D4HS0C4Gyk

There total 7 articles about D4HS0C4Gyk 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: 80.0%

(1'S,2'R,3'S,4'R,5'S)-4-(6-amino-2-chloro-9H-purin-9-yl)-1-[(di-tert-butyl phosphate)methyl]bicyclo[3.1.0]hexane-2,3-(O-isopropylidene) (436847-27-7) → MRS 2339 (436847-13-1)

Guidance literature:

With Dowex 50X₈-200; In methanol; at 60 - 70 ℃;

DOI:10.1021/jm010538v

Reference yield:

2,6 dichloropurine (5451-40-1) → MRS 2339 (436847-13-1)

Guidance literature:

Multi-step reaction with 6 steps

1: DEAD; Ph₃P / tetrahydrofuran

2: 90 percent / NH₃ / propan-2-ol / 15 h / 90 °C

3: formic acid / Pd black / methanol

4: tetrazole / tetrahydrofuran / 0.33 h / 20 °C

5: m-CPBA / tetrahydrofuran; CH₂Cl₂ / -78 - 20 °C

6: 80 percent / DOWEX 50x8-200 / methanol / 60 - 70 °C

With 1H-tetrazole; formic acid; Dowex 50X₈-200; ammonia; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; palladium; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol; 1: Mitsunobu reaction;

DOI:10.1021/jm010538v

Reference yield:

(1aR,1bR,4aS,5S,5aS)-1a-Benzyloxymethyl-3,3-dimethyl-hexahydro-2,4-dioxa-cyclopropa[a]pentalen-5-ol (156126-13-5) → MRS 2339 (436847-13-1)

Guidance literature:

Multi-step reaction with 6 steps

1: DEAD; Ph₃P / tetrahydrofuran

2: 90 percent / NH₃ / propan-2-ol / 15 h / 90 °C

3: formic acid / Pd black / methanol

4: tetrazole / tetrahydrofuran / 0.33 h / 20 °C

5: m-CPBA / tetrahydrofuran; CH₂Cl₂ / -78 - 20 °C

6: 80 percent / DOWEX 50x8-200 / methanol / 60 - 70 °C

With 1H-tetrazole; formic acid; Dowex 50X₈-200; ammonia; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; palladium; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol; 1: Mitsunobu reaction;

DOI:10.1021/jm010538v

upstream raw materials:

(1'S,2'R,3'S,4'R,5'S)-4-(6-amino-2-chloro-9H-purin-9-yl)-1-[(di-tert-butyl phosphate)methyl]bicyclo[3.1.0]hexane-2,3-(O-isopropylidene)

2,6 dichloropurine

(1aR,1bR,4aS,5S,5aS)-1a-Benzyloxymethyl-3,3-dimethyl-hexahydro-2,4-dioxa-cyclopropa[a]pentalen-5-ol

(1'R,2'R,3'S,4'R,5'S)-4-(2,6-dichloropurin-9-yl)-1-[(phenylmethoxy)methyl]bicyclo[3.1.0]hexane-2,3-(O-isopropylidene)