Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone

 EINECS N/A
CAS No. 13096-62-3 Density 1.22 g/cm3
PSA 63.22000 LogP 5.88480
Solubility N/A Melting Point N/A
Formula C34H34O6 Boiling Point 677.651 °C at 760 mmHg
Molecular Weight 538.64 Flash Point 283.08 °C
Transport Information N/A Appearance N/A
Safety Risk Codes 22
Molecular Structure Molecular Structure of 13096-62-3 (2,3,4,6-TETRA-O-BENZYL-D-GLUCONO-1,5-LACTONE) Hazard Symbols Xn
Synonyms

2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone;

Article Data 95

2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone Synthetic route

4291-69-4, 6386-24-9, 6564-72-3, 59531-24-7, 69257-52-9, 78184-89-1, 78609-16-2, 78609-17-3, 78609-18-4, 96553-53-6, 104111-61-7, 131347-08-5, 4132-28-9

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide In dichloromethane; water at 0℃; for 0.333333h; Solvent;100%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; potassium bromide In dichloromethane; water at 0℃; for 0.333333h;100%
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide In dichloromethane; water at 0℃; for 0.333333h;100%
59531-24-7

2,3,4,6-tetra-O-benzyl-D-glucopyranoside

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With acetic anhydride; dimethyl sulfoxide at 20℃;93%
Stage #1: 2,3,4,6-tetra-O-benzyl-D-glucopyranoside In dimethyl sulfoxide at 20 - 25℃; for 0.5h; Inert atmosphere;
Stage #2: With acetic anhydride at 15 - 25℃; Inert atmosphere;		92%
Stage #1: 2,3,4,6-tetra-O-benzyl-D-glucopyranoside With 4-methylmorpholine N-oxide In dichloromethane at 20℃; for 0.333333h; Molecular sieve;
Stage #2: With tetrapropylammonium perruthennate In dichloromethane at 20℃; for 2h;		82%
Stage #1: 2,3,4,6-tetra-O-benzyl-D-glucopyranoside With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 105h;
Stage #2: With triethylamine In dichloromethane at -78 - 20℃; for 1h;
6564-72-3

2,3,4,6-tetra-O-benzyl-D-glucopyranose

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With acetic anhydride In dimethyl sulfoxide at 20℃;89%
Stage #1: 2,3,4,6-tetra-O-benzyl-D-glucopyranose With 4-methylmorpholine N-oxide In dichloromethane at 20℃; for 0.333333h; Molecular sieve;
Stage #2: With tetrapropylammonium perruthenate In dichloromethane at 20℃; for 2h;		82%
Stage #1: 2,3,4,6-tetra-O-benzyl-D-glucopyranose With 4-methylmorpholine N-oxide In dichloromethane at 20℃; for 0.333333h; Molecular sieve;
Stage #2: tetrapropylammonium perruthennate In dichloromethane at 20℃; for 2h;		82%
128984-82-7

(2R,3S,4R,5R)-N-benzyl-5-hydroxy-2,3,4,6-tetrabenzyloxyhexanamide

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
Amberlite IR 120 H+ In 1,4-dioxane for 3h; Heating;88%
627466-64-2

2,3,4,6-tetra-O-benzoyl-D-glucopyranose

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h; Oxidation;85%

1-O-allyloxycarbonyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With palladium diacetate In acetonitrile at 80℃; for 2h;60%

phenacyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

A

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

B

(3R,4S,6R,7R,8S,9R)-7,8,9-Tris-benzyloxy-6-benzyloxymethyl-3-phenyl-1,5-dioxa-spiro[3.5]nonan-3-ol

Conditions
ConditionsYield
In benzene for 5h; Ambient temperature; Irradiation;A 57%
B 24%
172986-43-5

phenacyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

A

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

B

(3R,4S,6R,7R,8S,9R)-7,8,9-Tris-benzyloxy-6-benzyloxymethyl-3-phenyl-1,5-dioxa-spiro[3.5]nonan-3-ol

Conditions
ConditionsYield
In benzene for 5h; Ambient temperature; Irradiation;A 56%
B 20%

1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-tert-butyl sulfinothioate

A

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

B

118206-39-6

2,3,4,6-tetra-O-benzyl-D-glucono-δ-thionolactone

Conditions
ConditionsYield
In toluene at 110℃; Inert atmosphere;A 45%
B 45%
82598-88-7

2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone

A

13096-62-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

B

62641-00-3

<4S,5R>-2,4,6-tribenzyloxy-5-hydroxyhex-2-enoic acid-1,5-lactone

Conditions
ConditionsYield
With magnesium iodide In ethanol at 20℃; for 1h;A 35%
B 5%

2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone Specification

The D-Gluconic acid,2,3,4,6-tetrakis-O-(phenylmethyl)-, d-lactone, with the CAS registry number of 13096-62-3, is also known as 2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone. It belongs to the product category of Pharmaceutical Intermediates. Its molecular formula is C34H34O6 and molecular weight is 538.63016. What's more, its systematic name is (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one.

Physical properties about the D-Gluconic acid,2,3,4,6-tetrakis-O-(phenylmethyl)-, d-lactone are: (1)ACD/LogP: 6.11; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 8; (4)ACD/LogD (pH 7.4): 8; (5)ACD/BCF (pH 5.5): 448591; (6)ACD/BCF (pH 7.4): 448591; (7)ACD/KOC (pH 5.5): 386515; (8)ACD/KOC (pH 7.4): 386515; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 13; (12)Polar Surface Area: 63.22 Å2; (13)Index of Refraction: 1.614; (14)Molar Refractivity: 153.888 cm3; (15)Molar Volume: 441.363 cm3; (16)Surface Tension: 53.757 dyne/cm; (17)Density: 1.22 g/cm3; (18)Flash Point: 283.08 °C; (19)Enthalpy of Vaporization: 99.474 kJ/mol; (20)Boiling Point: 677.651 °C at 760 mmHg; (21)Vapour Pressure: 0 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C5O[C@H](COCc1ccccc1)[C@@H](OCc2ccccc2)[C@H](OCc3ccccc3)[C@H]5OCc4ccccc4
(2) InChI: InChI=1/C34H34O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-33H,21-25H2/t30-,31-,32+,33-/m1/s1
(3) InChIKey: BUBVLQDEIIUIQG-NXVJRICRBN

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 13096-62-3