2-(6-amino-9H-purin-9-yl)-1,4-anhydro-2,3-dideoxy-1-thio-L-threo-pentitol

Base Information

Chemical Name:2-(6-amino-9H-purin-9-yl)-1,4-anhydro-2,3-dideoxy-1-thio-L-threo-pentitol
CAS No.:142952-69-0
Molecular Formula:C₁₀H₁₃N₅OS
Molecular Weight:251.312
Hs Code.:
Mol file:142952-69-0.mol

Synonyms:

Suppliers and Price of 2-(6-amino-9H-purin-9-yl)-1,4-anhydro-2,3-dideoxy-1-thio-L-threo-pentitol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-(6-amino-9H-purin-9-yl)-1,4-anhydro-2,3-dideoxy-1-thio-L-threo-pentitol

Chemical Property:

Vapor Pressure:1.32E-13mmHg at 25°C
Boiling Point:565°Cat760mmHg
Flash Point:295.5°C
Density:1.77g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2-(6-amino-9H-purin-9-yl)-1,4-anhydro-2,3-dideoxy-1-thio-L-threo-pentitol

There total 28 articles about 2-(6-amino-9H-purin-9-yl)-1,4-anhydro-2,3-dideoxy-1-thio-L-threo-pentitol 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: 100.0%

: 204509-29-5
6-amino-9-[(3R,5R)-5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]tetrahydrothiophen-3-yl]purine

: 142952-69-0
6-amino-9-[(3R,5R)-5-(hydroxymethyl)tetrahydrothiophen-3-yl]purine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1021/jo9721655

Reference yield:

: 591-93-5
1,4-Pentadiene

: 142952-69-0
6-amino-9-[(3R,5R)-5-(hydroxymethyl)tetrahydrothiophen-3-yl]purine

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / K3Fe(CN)6; potassium carbonate / potassium osmate dihydrate; (DHQ)2PHAL (AD mix α) / H2O; 2-methyl-propan-2-ol / 23 h / 0 - 6 °C

2: pyridine

3: sodium hydride / tetrahydrofuran

4: sodium sulfide nonahydrate / ethanol; H₂O / 0 - 20 °C

5: 710 mg / Et₃N; DMAP / CH₂Cl₂ / 12 h

6: 89 percent / DMAP; triethylamine / CH₂Cl₂ / 12 h / 0 - 20 °C

7: 45 percent / K₂CO₃; 18-crown-6 / dimethylformamide / 18 h / 95 °C

8: 100 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

With pyridine; dmap; sodium sulfide; 18-crown-6 ether; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); potassium osmate(VI); hydroquinidein 1,4-phthalazinediyl diether; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Sharpless dihydroxylation / 2: Tosylation / 3: Epoxidation / 4: Cyclization / 5: silylation / 6: sulfonylation / 7: Alkylation / 8: desilylation;
DOI:10.1021/jo9721655

Reference yield:

: 1,5-dichloropentane-2,4-dione copper salt

: 142952-69-0
6-amino-9-[(3R,5R)-5-(hydroxymethyl)tetrahydrothiophen-3-yl]purine

Guidance literature:: Multi-step reaction with 7 steps

1: 54 percent / Et₃N; H₂ / ([(R)BINAP]RuCl₂)2 / methanol / 120 °C / 62057.8 Torr

2: 89 percent / KOH / diethyl ether

3: sodium sulfide nonahydrate / ethanol; H₂O / 0 - 20 °C

4: 710 mg / Et₃N; DMAP / CH₂Cl₂ / 12 h

5: 89 percent / DMAP; triethylamine / CH₂Cl₂ / 12 h / 0 - 20 °C

6: 45 percent / K₂CO₃; 18-crown-6 / dimethylformamide / 18 h / 95 °C

7: 100 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

With dmap; sodium sulfide; potassium hydroxide; 18-crown-6 ether; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; ([(R)BINAP]RuCl₂)2; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Reduction / 2: Epoxidation / 3: Cyclization / 4: silylation / 5: sulfonylation / 6: Alkylation / 7: desilylation;
DOI:10.1021/jo9721655