D-ribo-Hexose,2,6-dideoxy- supplier

Name
D-(+)-DIGITOXOSE
EINECS 208-416-6
CAS No. 527-52-6
Article Data44
CAS DataBase
Density 1.366g/cm³
Solubility
Melting Point 98-100 °C
Formula C₆H₁₂O₄
Boiling Point 320.1 °C at 760 mmHg
Molecular Weight 148.159
Flash Point 147.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Digitoxose(6CI,7CI,8CI);(+)-Digitoxose;2,6-Dideoxy-D-altrose;2,6-Dideoxy-D-ribo-hexose;D-Digitoxose;NSC 87513;
PSA 69.92000
LogP -1.16460

Synthetic route

: 4092-45-9, 13322-79-7, 17676-16-3, 17676-19-6, 19131-10-3, 19131-11-4, 33985-35-2, 40878-56-6, 53293-94-0, 56733-47-2, 62346-15-0, 71305-70-9, 72204-04-7, 77210-24-3, 78853-88-0, 92007-64-2, 133814-52-5, 139756-72-2
methyl 2,6-dideoxy-α-D-ribo-hexopyranoside

: 527-52-6
D-digitxose

Conditions

Conditions	Yield
With sulfuric acid

: 7664-93-9
sulfuric acid

: 69515-54-4
(2R,3S,4S)-2-methyl-3,4-dihydro-2H-pyran-3,4-diol

A: 527-52-6
D-digitxose

B compound C6H12O4: compound C6H12O4

...Expand

: 19855-40-4
digitoxigen (β-D-glucopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-(2,6-dideoxy-β-D-ribohexopyranosyl)-(1→4)-2,6-dideoxy-β-D-ribohexopyranoside

aqueous methanol. sulfuric acid: aqueous methanol. sulfuric acid

A: 527-52-6
D-digitxose

B: 143-62-4
(+)-digitoxigenin

C digilanidobiose: digilanidobiose

...Expand

: 17575-20-1
Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A

diluted aq.-ethanolic sulfuric acid: diluted aq.-ethanolic sulfuric acid

A: 527-52-6
D-digitxose

B: 143-62-4
(+)-digitoxigenin

C digilanidobiose: digilanidobiose

Conditions

Conditions	Yield
at 40℃; anschliessendes Behandeln mit verd. wss. Schwefelsaeure;

...Expand

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 7732-18-5
water

: 4562-36-1
gitoxin

A: 527-52-6
D-digitxose

B gitoxigenin: gitoxigenin

...Expand

: 7647-01-0
hydrogenchloride

: 19855-39-1
gitoxigenin 3-O-β-D-glucopyranosyl-(1→4)-β-D-digitoxopyranosyl-(1→4)-β-D-digitoxopyranosyl-(1→4)-β-D-digitoxopyranoside

A: 527-52-6
D-digitxose

B gitoxigenin: gitoxigenin

C digilanidobiose: digilanidobiose

...Expand

: 121576-17-8
O4'-β-Cellobiosyl-gitoxin

aqueous methanol. sulfuric acid: aqueous methanol. sulfuric acid

A: 527-52-6
D-digitxose

B gitoxin: gitoxin

C digilanidotriose: digilanidotriose

...Expand

: 17575-20-1
Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A

diluted aqueous methanol. hydrochloric acid: diluted aqueous methanol. hydrochloric acid

A: 527-52-6
D-digitxose

B: 143-62-4
(+)-digitoxigenin

C O3-acetyl-digilanidobiose: O3-acetyl-digilanidobiose

Conditions

Conditions	Yield
anschliessendes Behandeln mit verd. wss. Salzsaeure;

...Expand

(2R)-2r-methyl-3,4-dihydro-2H-pyran-3t,4t-diol: (2R)-2r-methyl-3,4-dihydro-2H-pyran-3t,4t-diol

: 527-52-6
D-digitxose

Conditions

Conditions	Yield
With sulfuric acid

: 71811-64-8
Methyl 2,3-anhydro-4,6-bis-α-D-allopyranoside

A: 527-52-6
D-digitxose

B potassium iodide: potassium iodide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium alanate; tetrahydrofuran 2: aqueous sulfuric acid View Scheme

: 33650-60-1
methyl 3,4-di-O-acetyl-2,6-dideoxy-α-D-ribo-hexopyranoside

A: 527-52-6
D-digitxose

B potassium iodide: potassium iodide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: barium hydroxide; aqueous methanol 2: aqueous sulfuric acid View Scheme

: 107908-90-7
methyl 2,6-dideoxy-4-O-p-tolylsulfonyl-α-D-ribo-hexapyranoside

A: 527-52-6
D-digitxose

B potassium iodide: potassium iodide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous methanol; sodium-amalgam 2: aqueous sulfuric acid View Scheme

: 3257-61-2
methyl 2,3-anhydro-α-D-allopyranoside

A: 527-52-6
D-digitxose

B potassium iodide: potassium iodide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine 2: lithium alanate; tetrahydrofuran 3: aqueous sulfuric acid View Scheme

: syriacoside M

A: 527-52-6
D-digitxose

B: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

C: 13089-76-4
D-symarose

D: 50-99-7
D-glucose

E: ikemagenin

Conditions

Conditions	Yield
With hydrogenchloride; water In 1,4-dioxane at 98℃; for 1h;

...Expand

: syriacoside N

A: 527-52-6
D-digitxose

B: 13089-76-4
D-symarose

C: 50-99-7
D-glucose

D: ikemagenin

Conditions

Conditions	Yield
With hydrogenchloride; water In 1,4-dioxane at 98℃; for 1h;

...Expand

: syriacoside O

A: 527-52-6
D-digitxose

B: 13089-76-4
D-symarose

C: 50-99-7
D-glucose

D: 272444-27-6
5α,6-dihydroikemagenin

Conditions

Conditions	Yield
With hydrogenchloride; water In 1,4-dioxane at 98℃; for 1h;

...Expand

: 1173896-43-9
syriacoside P

A: 527-52-6
D-digitxose

B: 13089-76-4
D-symarose

C: 50-99-7
D-glucose

D: 12-O-tigloylisolineolon

Conditions

Conditions	Yield
With hydrogenchloride; water In 1,4-dioxane at 98℃; for 1h;

...Expand

: syriacoside Q

A: 527-52-6
D-digitxose

B: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

C: 13089-76-4
D-symarose

D: 50-99-7
D-glucose

E: ikemagenin

Conditions

Conditions	Yield
With hydrogenchloride; water In 1,4-dioxane at 98℃; for 1h;

...Expand

: syriacoside A

A: 527-52-6
D-digitxose

B: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

C: ikemagenin

Conditions

Conditions	Yield
With sulfuric acid; water In 1,4-dioxane at 60℃; for 0.75h;

...Expand

: syriacoside B

A: 527-52-6
D-digitxose

B: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

C: 13089-76-4
D-symarose

D: ikemagenin

Conditions

Conditions	Yield
With sulfuric acid; water In 1,4-dioxane at 60℃; for 0.75h;

...Expand

: syriacoside C

A: 527-52-6
D-digitxose

B: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

C: 13089-76-4
D-symarose

D: ikemagenin

Conditions

Conditions	Yield
With sulfuric acid; water In 1,4-dioxane at 60℃; for 0.75h;

...Expand

: syriacoside D

A: 527-52-6
D-digitxose

B: 13089-76-4
D-symarose

C: ikemagenin

Conditions

Conditions	Yield
With hydrogenchloride; water In 1,4-dioxane at 98℃; for 1h;

...Expand

: syriacoside H

A: 527-52-6
D-digitxose

B: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

C: 13089-76-4
D-symarose

D: ikemagenin

Conditions

Conditions	Yield
With sulfuric acid; water In 1,4-dioxane at 60℃; for 0.75h;

...Expand

: syriacoside I

A: 527-52-6
D-digitxose

B: 13089-76-4
D-symarose

C: ikemagenin

Conditions

Conditions	Yield
With sulfuric acid; water In 1,4-dioxane at 60℃; for 0.75h;

...Expand

: 1206547-23-0
(3β,12β,14β,17α)-3-{[2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl)-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-12-{[(2E)-3-phenylprop-2-enoyl]oxy}pregn-5-en-20-yl 3-methylbutanoate

A: 527-52-6
D-digitxose

B: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

C: 12-O-cinnamoyl-20-O-isovaleeroylsarcostin

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; methanol; water at 60℃; for 1.5h;

...Expand

: 1206547-24-1
(3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate

A: qingyangshengenin

B: 527-52-6
D-digitxose

C: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

D: 32791-73-4
L-cymarose

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; methanol; water at 60℃; for 1.5h;

...Expand

: 1206547-25-2
(3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate

A: qingyangshengenin

B: 527-52-6
D-digitxose

C: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

D: 13089-76-4
D-symarose

E: 32791-73-4
L-cymarose

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; methanol; water at 60℃; for 1.5h;

...Expand

: 1206547-26-3
(3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate

A: qingyangshengenin

B: 527-52-6
D-digitxose

C: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

D: 13089-76-4
D-symarose

E: 32791-73-4
L-cymarose

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; methanol; water at 60℃; for 1.5h;

...Expand

: 1206547-27-4
(3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl (2E)-3,4-dimethylpent-2-enoate

A: 527-52-6
D-digitxose

B: 90-56-2, 579-04-4, 4432-92-2, 6786-76-1, 13089-76-4, 13089-77-5, 13484-14-5, 22252-39-7, 23457-90-1, 32791-73-4, 85761-09-7, 120787-85-1, 18607-77-7
D-oleandrose

C: 13089-76-4
D-symarose

D: 32791-73-4
L-cymarose

E: caudatin

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; methanol; water at 60℃; for 1.5h;

...Expand

: 527-52-6
D-digitxose

: 75-08-1
ethanethiol

: 13051-82-6
2,6-dideoxy-D-ribo-hexose diethyl dithioacetal

Conditions

Conditions	Yield
With hydrogenchloride; water at 0℃; for 3h;	81%
With hydrogenchloride

: 527-52-6
D-digitxose

: 10151-46-9
2-naphthylsulfonyl hydrazide

: naphthalene-2-sulfonic acid-(D-ribo-2,6-dideoxy-hexitol-1-ylidenehydrazide)

: 527-52-6
D-digitxose

: 2937-05-5
4-nitrobenzenesulfonohydrazide

: 4-nitro-benzenesulfonic acid-(D-ribo-2,6-dideoxy-hexitol-1-ylidenehydrazide)

: 527-52-6
D-digitxose

: 855276-86-7
4-biphenylsulfonyl hydrazide

: biphenyl-4-sulfonic acid-(D-ribo-2,6-dideoxy-hexitol-1-ylidenehydrazide)

: 527-52-6
D-digitxose

: 5-nitro-naphthalene-2-sulfonic acid hydrazide

: 5-nitro-naphthalene-2-sulfonic acid-(D-ribo-2,6-dideoxy-hexitol-1-ylidenehydrazide)

: 527-52-6
D-digitxose

: 8-nitro-naphthalene-2-sulfonic acid hydrazide

: 8-nitro-naphthalene-2-sulfonic acid-(D-ribo-2,6-dideoxy-hexitol-1-ylidenehydrazide)

: 527-52-6
D-digitxose

: 875855-53-1
4'-nitro-biphenyl-4-sulfonic acid hydrazide

: 109535-90-2
4'-nitro-biphenyl-4-sulfonic acid-(D-ribo-2,6-dideoxy-hexitol-1-ylidenehydrazide)

: 527-52-6
D-digitxose

: 62083-73-2, 95191-22-3, 116563-04-3
1,5-Dideoxy-L-ribo-hexitol

Conditions

Conditions	Yield
With sodium amalgam in saurer Loesung;
With sodium tetrahydroborate In N,N-dimethyl-formamide

: 527-52-6
D-digitxose

: 24160-48-3
D-ribo-3,4,5-trihydroxy-hexanoic acid

Conditions

Conditions	Yield
With water; bromine

: 527-52-6
D-digitxose

A: 33054-05-6, 34321-30-7, 34693-49-7, 82864-78-6
L-erythro-2.3-dihydroxy-glutaric acid

B: 147-73-9
meso-tartaric acid

Conditions

Conditions	Yield
With nitric acid at 90℃;

: 527-52-6
D-digitxose

: 147-73-9
meso-tartaric acid

Conditions

Conditions	Yield
With nitric acid

: 527-52-6
D-digitxose

: 3,4,5-trihydroxy-hexanal oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; water; sodium carbonate

: 527-52-6
D-digitxose

: 2,4,5,6-tetrahydroxy-heptanoic acid

Conditions

Conditions	Yield
With hydrogen cyanide durch Verseifung der entstehenden Nitril mit Baryt;

: 527-52-6
D-digitxose

: 20561-87-9, 20561-91-5, 20561-92-6, 73491-12-0, 83108-11-6, 95103-71-2
ribo-2,6-dideoxy-hexonic acid-(N'-phenyl-hydrazide)

Conditions

Conditions	Yield
With water; bromine Eindampfen der von Bromwasserstoff und Brom befreiten Loesung bei 50grad zum Sirup, diesen in Alkohol loesen und Hinzugeben von Phenylhydrazin; levorotatory substance;

: 527-52-6
D-digitxose

: 108-24-7
acetic anhydride

: 67335-77-7
(4S,5R,6R)-6-methyltetrahydro-2H-pyran-2,4,5-triyl triacetate

Conditions

Conditions	Yield
With pyridine

: 527-52-6
D-digitxose

: 98-88-4
benzoyl chloride

: 104652-04-2
tri-O-benzoyl-β-D-ribo-2,6-dideoxy-hexopyranose

Conditions

Conditions	Yield
With pyridine

: 527-52-6
D-digitxose

: 122-04-3
4-nitro-benzoyl chloride

: 69881-26-1
tris-O-(4-nitro-benzoyl)-β-D-ribo-2,6-dideoxy-hexopyranose]

Conditions

Conditions	Yield
With pyridine

: 527-52-6
D-digitxose

: 95-54-5
1,2-diamino-benzene

: D-ribo-1-(1H-benzimidazol-2-yl)-pentane-2,3,4-triol

Conditions

Conditions	Yield
With copper diacetate; acetic acid

: 527-52-6
D-digitxose

: 3420-00-6
4-phenylazo-benzenesulfonic acid hydrazide

: 4-phenylazo-benzenesulfonic acid-(D-ribo-2,6-dideoxy-hexitol-1-ylidenehydrazide)

Conditions

Conditions	Yield
With acetonitrile

D-ribo-Hexose,2,6-dideoxy- Specification

The D-ribo-Hexose,2,6-dideoxy-, with CAS registry number 527-52-6, belongs to the following product category: Dextrins、Sugar & Carbohydrates. It has the systematic name of 2,6-dideoxy-β-D-ribo-hexopyranose. Besides this, it is also called D-(+)-Digitoxose. And the chemical formula of this chemical is C₆H₁₂O₄. What's more, its EINECS is 208-416-6.

Physical properties of D-ribo-Hexose,2,6-dideoxy-: (1)ACD/LogP: -1.49; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.49; (4)ACD/LogD (pH 7.4): -1.49; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 3.69; (8)ACD/KOC (pH 7.4): 3.69; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 36.92 Å²; (13)Index of Refraction: 1.542; (14)Molar Refractivity: 34.14 cm³; (15)Molar Volume: 108.4 cm³; (16)Polarizability: 13.53×10^-24cm³; (17)Surface Tension: 47.2 dyne/cm; (18)Density: 1.366 g/cm³; (19)Flash Point: 147.4 °C; (20)Enthalpy of Vaporization: 65.11 kJ/mol; (21)Boiling Point: 320.1 °C at 760 mmHg; (22)Vapour Pressure: 2.64E-05 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O[C@@H]1[C@H](O[C@@H](O)C[C@@H]1O)C
(2)InChI: InChI=1/C6H12O4/c1-3-6(9)4(7)2-5(8)10-3/h3-9H,2H2,1H3/t3-,4+,5-,6-/m1/s1
(3)InChIKey: FDWRIIDFYSUTDP-JGWLITMVBE
(4)Std. InChI: InChI=1S/C6H12O4/c1-3-6(9)4(7)2-5(8)10-3/h3-9H,2H2,1H3/t3-,4+,5-,6-/m1/s1
(5)Std. InChIKey: FDWRIIDFYSUTDP-JGWLITMVSA-N

Product Name

D-(+)-DIGITOXOSE

Synthetic route

D-ribo-Hexose,2,6-dideoxy- Specification

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