(2R,3S)-2-Triisopropylsilanyloxymethyl-2,3-dihydro-furan-3-ol
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.0166667h; | 98% |
thymidine
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane for 4h; Heating; | 80% |
Stage #1: thymidine With ammonium sulfate; 1,1,1,3,3-pentamethyldisilazane for 2h; Reflux; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 3h; | 56% |
Stage #1: thymidine With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane at 130℃; for 2h; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 3h; | 50% |
2,3-O-Isopropylidene-5-O-trityl-α,β-ribofuranosyl chloride
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
With ammonia; lithium In tetrahydrofuran for 2h; |
2'-Deoxyguanosine
17β-Estradiol-3,4-quinone
A
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
With acetic acid In water; N,N-dimethyl-formamide at 22℃; pH=4.0; Product distribution; |
2'-Deoxyguanosine
hexestrol-3',4'-quinone
A
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
With acetic acid In water; N,N-dimethyl-formamide at 22℃; pH=4.0; Product distribution; |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
1,4-anhydro-2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide | 80% |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
8-iodo-2-methyl-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazin-4-one
2-methyl-4-(N-methyl-N-phenylamino)-8-(β-D-glycero-pentofuran-3'-ulose-1'-yl)pyrazolo[1,5-a]-1,3,5-triazine
Conditions | Yield |
---|---|
With tributyl-amine; triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 60℃; for 18h; | 75% |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
With tributyl-amine; triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 100℃; Heck Reaction; Inert atmosphere; regioselective reaction; | 60% |
8-iodo-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazine
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
With triphenyl-arsane; triethylamine; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 100℃; for 16h; Solvent; Reagent/catalyst; | 34% |
With tributyl-amine; triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 60℃; for 12.25h; | |
With triphenyl-arsane; triethylamine; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 82℃; for 16h; |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
8-(2'-deoxy-β-D-ribofuranosyl)-2-methyl-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 75 percent / bis(dibenzylideneacetone)palladium(0); Ph3As; (n-Bu)3N / acetonitrile / 18 h / 60 °C 2: 92 percent / sodium triacetoxyborohydride / acetonitrile / 0.33 h / 20 °C View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
8-(2'-deoxy-β-D-xylofuranosyl)-2-methyl-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 75 percent / bis(dibenzylideneacetone)palladium(0); Ph3As; (n-Bu)3N / acetonitrile / 18 h / 60 °C 2: 78 percent / K-selectride / acetonitrile / 0.33 h / 20 °C View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
8-(2'-deoxy-β-D-xylofuranosyl)-2-methyl-4-(N-methylamino)pyrazolo[1,5-a]-1,3,5-triazine 3',5'-cyclic phosphate benzyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 75 percent / bis(dibenzylideneacetone)palladium(0); Ph3As; (n-Bu)3N / acetonitrile / 18 h / 60 °C 2: 78 percent / K-selectride / acetonitrile / 0.33 h / 20 °C 3: 67 percent / ethanol / 12 h / 100 °C 4: 63 percent / t-BuOK / tetrahydrofuran / -40 - 20 °C View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 75 percent / bis(dibenzylideneacetone)palladium(0); Ph3As; (n-Bu)3N / acetonitrile / 18 h / 60 °C 2: 92 percent / sodium triacetoxyborohydride / acetonitrile / 0.33 h / 20 °C 3: 73 percent / ethanol / 12 h / 100 °C 4: 66 percent / t-BuOK / tetrahydrofuran / -40 - 20 °C 5: 91 percent / H2 / Pd/C / methanol / 1.4 h / 20 °C / 3102.97 Torr View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
8-(2'-deoxy-β-D-ribofuranosyl)-2-methyl-4-(N-methylamino)pyrazolo[1,5-a]-1,3,5-triazine 3',5'-bis(dibenzyl phosphate)
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 75 percent / bis(dibenzylideneacetone)palladium(0); Ph3As; (n-Bu)3N / acetonitrile / 18 h / 60 °C 2: 92 percent / sodium triacetoxyborohydride / acetonitrile / 0.33 h / 20 °C 3: 73 percent / ethanol / 12 h / 100 °C 4: 66 percent / t-BuOK / tetrahydrofuran / -40 - 20 °C View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
(2R,3S)-3-(benzyloxy)-2-((benzyloxy)methyl)-2,3-dihydrofuran
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / 1 h / Ambient temperature 2: 91 percent / NaOH, K2CO3 / dimethylsulfoxide / 2 h / Ambient temperature View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
1,3-Dimethyl-2'-deoxypseudouridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) Pd(OAc)2, 2.) Na2CO3 / 1.) acetonitrile, RT, 42 h, 2.) acetonitrile, 65 deg C, 1 h 2: 21 percent / LiBH4 / tetrahydrofuran / 1.5 h / -78 °C View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
5-(2'-deoxy-β-D-threo-pentofuranosyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) Pd(OAc)2, 2.) Na2CO3 / 1.) acetonitrile, RT, 42 h, 2.) acetonitrile, 65 deg C, 1 h 2: 40 percent / LiBH4 / tetrahydrofuran / 1.5 h / -78 °C View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0); triethylamine / acetonitrile / 16 h / 82 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine; bis(dibenzylideneacetone)-palladium(0); triphenyl-arsane / acetonitrile / 16 h / 100 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0); triethylamine / acetonitrile / 16 h / 82 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4: ammonia / methanol / 19 h / 100 °C / Sealed tube View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine; bis(dibenzylideneacetone)-palladium(0); triphenyl-arsane / acetonitrile / 16 h / 100 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4: ammonia / methanol / 19 h / 100 °C / Sealed tube View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0); triethylamine / acetonitrile / 16 h / 82 °C 2.1: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3.1: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4.1: ammonia / methanol / 19 h / 100 °C / Sealed tube 5.1: pyridine / 2 h / 0 - 20 °C 5.2: 0.83 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: triethylamine; bis(dibenzylideneacetone)-palladium(0); triphenyl-arsane / acetonitrile / 16 h / 100 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4: ammonia / methanol / 19 h / 100 °C / Sealed tube 5: pyridine / 2.5 h / 0 - 20 °C View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0); triethylamine / acetonitrile / 16 h / 82 °C 2.1: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3.1: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4.1: ammonia / methanol / 19 h / 100 °C / Sealed tube 5.1: pyridine / 2 h / 0 - 20 °C 5.2: 0.83 h / 0 - 20 °C 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1: triethylamine; bis(dibenzylideneacetone)-palladium(0); triphenyl-arsane / acetonitrile / 16 h / 100 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4: ammonia / methanol / 19 h / 100 °C / Sealed tube 5: pyridine / 2.5 h / 0 - 20 °C 6: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0); triethylamine / acetonitrile / 16 h / 82 °C 2.1: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3.1: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4.1: ammonia / methanol / 19 h / 100 °C / Sealed tube 5.1: pyridine / 2 h / 0 - 20 °C 5.2: 0.83 h / 0 - 20 °C 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C 7.1: pyridine / 19 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 7 steps 1: triethylamine; bis(dibenzylideneacetone)-palladium(0); triphenyl-arsane / acetonitrile / 16 h / 100 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4: ammonia / methanol / 19 h / 100 °C / Sealed tube 5: pyridine / 2.5 h / 0 - 20 °C 6: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C 7: pyridine / 19 h / 0 - 20 °C / Inert atmosphere View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0); triethylamine / acetonitrile / 16 h / 82 °C 2.1: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3.1: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4.1: ammonia / methanol / 19 h / 100 °C / Sealed tube 5.1: pyridine / 2 h / 0 - 20 °C 5.2: 0.83 h / 0 - 20 °C 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C 7.1: pyridine / 19 h / 0 - 20 °C 8.1: DCI / dichloromethane / 1 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 8 steps 1: triethylamine; bis(dibenzylideneacetone)-palladium(0); triphenyl-arsane / acetonitrile / 16 h / 100 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C 3: 1H-imidazole / N,N-dimethyl-formamide / 60 h / 20 °C 4: ammonia / methanol / 19 h / 100 °C / Sealed tube 5: pyridine / 2.5 h / 0 - 20 °C 6: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C 7: pyridine / 19 h / 0 - 20 °C / Inert atmosphere 8: 4,5-dicyano-1H-imidazole / acetonitrile; dichloromethane / 1 h / 20 °C / Inert atmosphere View Scheme |
1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triphenyl-arsane; bis(dibenzylideneacetone)-palladium(0); triethylamine / acetonitrile / 16 h / 82 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine; bis(dibenzylideneacetone)-palladium(0); triphenyl-arsane / acetonitrile / 16 h / 100 °C 2: sodium tris(acetoxy)borohydride / acetonitrile / 5 h / 20 °C View Scheme |
The IUPAC name of this chemical is (2R,3S)-2-(hydroxymethyl)-2,3-dihydrofuran-3-ol. With the CAS registry number 96761-00-1, it is also named as 1,4-Anhydro-2-deoxy-D-erythro-pent-1-enitol; Ribal. The formula is C5H8O3 and the molecular weight is 116.11522.
The other characteristics of (2R,3S)-2-(Hydroxymethyl)-2,3-dihydrofuran-3-ol can be summarized as: (1)ACD/LogP: -1.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.4; (4)ACD/LogD (pH 7.4): -1.4; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 4.13; (8)ACD/KOC (pH 7.4): 4.13; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.532; (13)Molar Refractivity: 27.47 cm3; (14)Molar Volume: 88.6 cm3; (15)Polarizability: 10.89×10-24 cm3; (16)Surface Tension: 57.4 dyne/cm; (17)Enthalpy of Vaporization: 57.91 kJ/mol; (18)Vapour Pressure: 0.00171 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 116.047344; (21)MonoIsotopic Mass: 116.047344; (22)Topological Polar Surface Area: 49.7; (23)Heavy Atom Count: 8; (24)Complexity: 99.8; (25)Defined Atom StereoCenter Count: 2.
People can use the following data to convert to the molecule structure.
1. SMILES:O[C@H]1/C=C\O[C@@H]1CO
2. InChI:InChI=1/C5H8O3/c6-3-5-4(7)1-2-8-5/h1-2,4-7H,3H2/t4-,5+/m0/s1
3. InChIKey:SGOSIWMWLVSBIC-CRCLSJGQBA
4. Std. InChI:InChI=1S/C5H8O3/c6-3-5-4(7)1-2-8-5/h1-2,4-7H,3H2/t4-,5+/m0/s1
5. Std. InChIKey:SGOSIWMWLVSBIC-CRCLSJGQSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View