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Name	5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose	EINECS	N/A
CAS No.	4613-71-2	Density	N/A
PSA	88.13000	LogP	1.45320
Solubility	N/A	Melting Point	N/A
Formula	C16H18 O7	Boiling Point	N/A
Molecular Weight	322.315	Flash Point	N/A
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	1,2-Di-O-acetyl-5-O-benzoyl-3-deoxy-D-erythro-pentofuranose	Article Data	3

5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose Synthetic route

: 4105-29-7
[(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate

: 108-24-7
acetic anhydride

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

Conditions

Conditions	Yield
Stage #1: [(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate With acetic acid for 2h; Heating; Stage #2: acetic anhydride With pyridine; dmap at 20℃; Further stages.;	80%
With sulfuric acid In acetic acid	52%

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 143653-60-5
2'-O-acetyl-5'-O-benzoyl-3'-deoxy-5-methyluridine

Conditions

Conditions	Yield
With tin(IV) chloride In acetonitrile	93%

: 14631-20-0
4-N-Acetylcytosine

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

: 7057-33-2
3'-deoxycytidine

Conditions

Conditions	Yield
Stage #1: 4-N-Acetylcytosine; 5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose With benzenesulfonamide In acetonitrile for 1h; Heating; Stage #2: With trimethylsilyl trifluoromethanesulfonate at 20℃; for 5h; Stage #3: With ammonium hydroxide In tetrahydrofuran; methanol at 50℃; for 6h; Further stages.;	90%

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

: 2-O-acetyl-5-O-benzoyl-3-deoxy-β-D-erythro-pentofuranosyl azide

Conditions

Conditions	Yield
With trimethylsilylazide; tin(IV) chloride In dichloromethane at 23℃; for 12h; azidation;	74%

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

: 97626-98-7
N6-isobutyrylaminocytosine

: 159217-63-7
2'-O-Acetyl-5'-O-benzoyl-4-N-isobutyryl-3'-deoxycytidine

Conditions

Conditions	Yield
With tin(IV) chloride In 1,2-dichloro-ethane at 27℃; for 20h;	62%

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

: 1343405-24-2
C6H2ClN5

: 1343405-28-6
C20H16ClN5O5

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In acetonitrile for 1h; Reflux;	61%

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

: 4076-36-2
5-methyltetrazole

: Benzoic acid (2S,4R,5R)-4-acetoxy-5-(5-methyl-tetrazol-2-yl)-tetrahydro-furan-2-ylmethyl ester

Conditions

Conditions	Yield
In ethylenediamine for 48h;	54%

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

: 288-94-8
2H-tetrazole

: Benzoic acid (2S,4R,5R)-4-acetoxy-5-tetrazol-2-yl-tetrahydro-furan-2-ylmethyl ester

Conditions

Conditions	Yield
In ethylenediamine for 48h;	51%

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

: N-(6,8-dioxo-7-(4-(trifluoromethyl)benzyl)-6,7,8,9-tetrahydro-1H-purin-2-yl)acetamide

: ((2S,4R,5R)-5-(2-acetamido-6,8-dioxo-7-(4-(trifluoromethyl)benzyl)-1,6,7,8-tetrahydro-9H purin-9-yl)-4-acetoxytetrahydrofuran-2-yl)methyl benzoate

Conditions

Conditions	Yield
Stage #1: 5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose; N-(6,8-dioxo-7-(4-(trifluoromethyl)benzyl)-6,7,8,9-tetrahydro-1H-purin-2-yl)acetamide With N,O-bis-(trimethylsilyl)-acetamide In 1,2-dichloro-ethane at 80℃; for 0.5h; Inert atmosphere; Stage #2: With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 3h;	11%

: 42890-94-8
(Ac)G(TMS)2

: 4613-71-2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

A: N2-acetyl-2'-O-acetyl-5'-O-benzoyl-3'-deoxyguanosine

B: Benzoic acid (2S,4R,5R)-4-acetoxy-5-(2-acetylamino-6-oxo-1,6-dihydro-purin-7-yl)-tetrahydro-furan-2-ylmethyl ester

Conditions

Conditions	Yield
Yield given. Yields of byproduct given;

5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose Chemical Properties

Molecular Structure of 5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose (CAS NO.4613-71-2):

Systematic Name: D-Erythro-pentofuranose, 3-deoxy-, 1,2-diacetate 5-benzoate
Molecular Formula: C₁₆H₁₈O₇
Molecular Weight: 322.31
Mol File: 4613-71-2.mol
H bond acceptors: 7
H bond donors: 0
Freely Rotating Bonds: 8
Index of Refraction: 1.531
Molar Refractivity: 78.26 cm³
Molar Volume: 252.7 cm³
Surface Tension: 48 dyne/cm
Density: 1.27 g/cm³
Flash Point: 184.4 °C
Enthalpy of Vaporization: 67.36 kJ/mol
Boiling Point: 419.9 °C at 760 mmHg
Vapour Pressure: 2.94E-07 mmHg at 25 °C
SMILES: CC(=O)O[C@@H]1C[C@H](OC1OC(=O)C)COC(=O)c2ccccc2
InChI: InChI=1/C16H18O7/c1-10(17)21-14-8-13(23-16(14)22-11(2)18)9-20-15(19)12-6-4-3-5-7-12/h3-7,13-14,16H,8-9H2,1-2H3/t13-,14+,16?/m0/s1
InChIKey: DPLPHOLDKAGPOZ-NNKZFNQJBX

5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose Specification

5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose (CAS NO.4613-71-2), its Synonyms are D-erythro-Pentofuranose,3-deoxy-, 1,2-diacetate 5-benzoate ; 1,2-Di-O-acetyl-5-O-benzoyl-3-deoxy-D-erythro-pentofuranose ; 1,2-O-Di-O-acetyl-5-O-benzoyl-3-deoxy-D-ribofuranose .

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