Product Name

  • Name

    L-Lyxose

  • EINECS 255-277-2
  • CAS No. 1949-78-6
  • Article Data24
  • CAS DataBase
  • Density 1.757 g/cm3
  • Solubility Very soluble (586 g/L) (25°C) in water.
  • Melting Point 108-112 °C(lit.)
  • Formula C5H10O5
  • Boiling Point 333.2 °C at 760 mmHg
  • Molecular Weight 150.131
  • Flash Point 155.3 °C
  • Transport Information
  • Appearance white fine crystalline powder
  • Safety 24/25-36/37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 1949-78-6 (L-Lyxose)
  • Hazard Symbols IrritantXi
  • Synonyms D-aldotriose;aldehydo-L-Lyxose;rechtsdrehende Lyxose;D-glyceraldehyde;D-glycerose;L-lyxo-2,3,4,5-Tetrahydroxy-valeraldehyd;L-(+)-Lyxose;L-LYXOSE;Triose;
  • PSA 90.15000
  • LogP -2.58230

Synthetic route

Conditions
ConditionsYield
With water at 20℃;95%
L-arabinose
5328-37-0

L-arabinose

A

L-xylose
609-06-3

L-xylose

B

L-lyxose
1949-78-6

L-lyxose

C

L-ribose
24259-59-4

L-ribose

Conditions
ConditionsYield
With molybdenum(VI) oxide In water at 90℃; for 9h; Bilik reaction;A n/a
B n/a
C 19%
calcium salt of/the/ L-galactonic acid

calcium salt of/the/ L-galactonic acid

L-lyxose
1949-78-6

L-lyxose

Conditions
ConditionsYield
With dihydrogen peroxide; iron(III) acetate
l-galactonate calcium

l-galactonate calcium

L-lyxose
1949-78-6

L-lyxose

Conditions
ConditionsYield
With ferriacetate; dihydrogen peroxide
(S)-cyclohexylidene glyceraldehyde
78008-36-3, 92822-62-3, 99744-77-1

(S)-cyclohexylidene glyceraldehyde

polymer bonded 2-phenyl-1,3,2-dioxaborole

polymer bonded 2-phenyl-1,3,2-dioxaborole

A

L-xylose
609-06-3

L-xylose

B

L-lyxose
1949-78-6

L-lyxose

C

L-ribose
24259-59-4

L-ribose

D

L-arabinose
5328-37-0

L-arabinose

Conditions
ConditionsYield
In dichloromethane Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
In dichloromethane Ambient temperature; Yield given. Yields of byproduct given;
(S)-cyclohexylidene glyceraldehyde
78008-36-3, 92822-62-3, 99744-77-1

(S)-cyclohexylidene glyceraldehyde

polymer bound 1,3,2-dioxaborole

polymer bound 1,3,2-dioxaborole

A

L-xylose
609-06-3

L-xylose

B

L-lyxose
1949-78-6

L-lyxose

C

L-ribose
24259-59-4

L-ribose

D

L-arabinose
5328-37-0

L-arabinose

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given;
(4R,5S)-4-((R)-1-hydroxy-2,2-dimethoxyethyl)-2,2-dimethyl-1,3-dioxan-5-ol
888487-02-3

(4R,5S)-4-((R)-1-hydroxy-2,2-dimethoxyethyl)-2,2-dimethyl-1,3-dioxan-5-ol

L-lyxose
1949-78-6

L-lyxose

Conditions
ConditionsYield
With Dowex 50W2-100 In water at 20℃; for 6.5h;
(4S,1'R)-4-(1'-hydroxy-2',2'-dimethoxyethyl)-2,2-dimethyl-1,3-dioxan-5-one
850252-47-0

(4S,1'R)-4-(1'-hydroxy-2',2'-dimethoxyethyl)-2,2-dimethyl-1,3-dioxan-5-one

L-lyxose
1949-78-6

L-lyxose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH(OAc)3; AcOH / CH2Cl2 / 5 h / -20 °C
2: Dowex 50W2-100 / H2O / 6.5 h / 20 °C
View Scheme
(4R)-4-((R)-1-(tert-butyldimethylsilyloxy)-2,2-dimethoxyethyl)-2,2-dimethyl-1,3-dioxan-5-ol

(4R)-4-((R)-1-(tert-butyldimethylsilyloxy)-2,2-dimethoxyethyl)-2,2-dimethyl-1,3-dioxan-5-ol

L-lyxose
1949-78-6

L-lyxose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: TBAF / tetrahydrofuran
2: Dowex 50W2-100 / H2O / 6.5 h / 20 °C
View Scheme
D-Arabitol
488-82-4

D-Arabitol

A

D-ribulose
488-84-6

D-ribulose

B

L-xylulose
527-50-4

L-xylulose

C

D-Arabinose
10323-20-3

D-Arabinose

D

L-lyxose
1949-78-6

L-lyxose

Conditions
ConditionsYield
With sulfuric acid; platinum on activated charcoal Electrochemical reaction; Inert atmosphere;
D-Arabitol
488-82-4

D-Arabitol

A

formic acid
64-18-6

formic acid

B

D-Arabinose
10323-20-3

D-Arabinose

C

L-lyxose
1949-78-6

L-lyxose

Conditions
ConditionsYield
With sulfuric acid; platinum on activated charcoal Electrochemical reaction; Inert atmosphere;
L-lyxose
1949-78-6

L-lyxose

ethanethiol
75-08-1

ethanethiol

L-Lyxose diethyl dithioacetal
22249-18-9

L-Lyxose diethyl dithioacetal

Conditions
ConditionsYield
With hydrogenchloride In water at 0℃; for 2h; Inert atmosphere;95%
L-lyxose
1949-78-6

L-lyxose

furfural
98-01-1

furfural

Conditions
ConditionsYield
With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium hydrogensulfate; 4-methyl-2-pentanone In water at 150℃; under 760.051 Torr; for 0.416667h; Autoclave;91.4%
L-lyxose
1949-78-6

L-lyxose

L-xylulose 1-phosphate

L-xylulose 1-phosphate

Conditions
ConditionsYield
With ATP multistep reaction, enzymatic conversion of aldoses to ketose 1-phosphates (KM and Vmax for most of the steps given);78%
With ATP 1) L-rhamnose isomerase, tris buffer pH 8.0, mercaptoethanol, MgCl2, ATP (cat.), 2) L-rhamnulose kinase, PEP/pyruvate kinase; Yield given. Multistep reaction;
L-lyxose
1949-78-6

L-lyxose

acetic anhydride
108-24-7

acetic anhydride

allyl bromide
106-95-6

allyl bromide

A

4,5,6,7,8-penta-O-acetyl-1,2,3-trideoxy-L-galacto-oct-1-enitol

4,5,6,7,8-penta-O-acetyl-1,2,3-trideoxy-L-galacto-oct-1-enitol

B

C18H26O10

C18H26O10

Conditions
ConditionsYield
Stage #1: L-lyxose; allyl bromide With indium In ethanol at 20℃; for 3h; sonication;
Stage #2: acetic anhydride With pyridine; dmap at 20℃; for 18h; Further stages.;
A 75%
B n/a
methanol
67-56-1

methanol

L-lyxose
1949-78-6

L-lyxose

Methyl α-L-lyxopyranoside
36793-06-3

Methyl α-L-lyxopyranoside

Conditions
ConditionsYield
Stage #1: methanol With acetyl chloride at 0℃; for 0.5h;
Stage #2: L-lyxose at 0 - 20℃; for 12h;
Stage #3: With pyridine at 20℃; for 3h;
68%
L-lyxose
1949-78-6

L-lyxose

dichloromethane
75-09-2

dichloromethane

methanol hydrochloride
101752-05-0

methanol hydrochloride

acetyl chloride
75-36-5

acetyl chloride

Methyl α-L-lyxopyranoside
36793-06-3

Methyl α-L-lyxopyranoside

Conditions
ConditionsYield
In methanol; ethyl acetate67%
2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl iodide
53008-62-1, 53008-61-0

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl iodide

L-lyxose
1949-78-6

L-lyxose

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

2,3-O-isopropylidene-5-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-D-lyxofuranose

2,3-O-isopropylidene-5-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-D-lyxofuranose

Conditions
ConditionsYield
Stage #1: L-lyxose With sulfuric acid In acetone at 20℃; for 4h; Inert atmosphere;
Stage #2: 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl iodide; N-ethyl-N,N-diisopropylamine With tetra-(n-butyl)ammonium iodide In acetone; toluene at 65℃; for 1.16667h; Inert atmosphere; Molecular sieve; regioselective reaction;
63%
L-lyxose
1949-78-6

L-lyxose

(2-amino-4,5-dimethyl-phenyl)-carbamic acid ethyl ester
873389-62-9

(2-amino-4,5-dimethyl-phenyl)-carbamic acid ethyl ester

1-(6-ethoxycarbonylamino-3.4-dimethyl-anilino)-1-deoxy-L-lyxitol

1-(6-ethoxycarbonylamino-3.4-dimethyl-anilino)-1-deoxy-L-lyxitol

Conditions
ConditionsYield
With methanol anschliessendes Hydrieren an Nickel oder Palladium;
L-lyxose
1949-78-6

L-lyxose

L-lyxonic acid
4172-43-4

L-lyxonic acid

Conditions
ConditionsYield
With methanol; potassium hydroxide; iodine
L-lyxose
1949-78-6

L-lyxose

4-amino-o-xylene
95-64-7

4-amino-o-xylene

5-(3,4-dimethyl-anilino)-5-deoxy-L-arabitol
906331-23-5

5-(3,4-dimethyl-anilino)-5-deoxy-L-arabitol

Conditions
ConditionsYield
With methanol; Raney. nickel at 100℃; under 73550.8 Torr; Hydrogenation;
With hydrogenchloride; Raney. nickel at 80℃; under 44130.5 Torr; Hydrogenation;
Conditions
ConditionsYield
With ethanol -<4-bromo-phenylhydrazone>;
L-lyxose
1949-78-6

L-lyxose

L-(-)-α-methylbenzylamine
2627-86-3

L-(-)-α-methylbenzylamine

acetic anhydride
108-24-7

acetic anhydride

Acetic acid (1S,2S,3S)-2,3,4-triacetoxy-1-{[acetyl-(1-phenyl-ethyl)-amino]-methyl}-butyl ester
79526-48-0, 79549-54-5, 79549-55-6, 79549-57-8, 79549-58-9, 79549-59-0, 79549-60-3, 79549-61-4, 83680-88-0

Acetic acid (1S,2S,3S)-2,3,4-triacetoxy-1-{[acetyl-(1-phenyl-ethyl)-amino]-methyl}-butyl ester

Conditions
ConditionsYield
With pyridine; sodium cyanoborohydride 1.) methanol-water 2.) 100 deg C, 1 h; Multistep reaction;
L-lyxose
1949-78-6

L-lyxose

(-)-α-methylbenzylamine
2627-86-3

(-)-α-methylbenzylamine

acetic anhydride
108-24-7

acetic anhydride

Acetic acid (1S,2S,3S)-2,3,4-triacetoxy-1-{[acetyl-((S)-1-phenyl-ethyl)-amino]-methyl}-butyl ester
79526-48-0, 79549-54-5, 79549-55-6, 79549-57-8, 79549-58-9, 79549-59-0, 79549-60-3, 79549-61-4, 83680-88-0

Acetic acid (1S,2S,3S)-2,3,4-triacetoxy-1-{[acetyl-((S)-1-phenyl-ethyl)-amino]-methyl}-butyl ester

Conditions
ConditionsYield
With pyridine; sodium cyanoborohydride 1.)Methanol, water, room temp. 2.)100 deg C, 1 hour; Multistep reaction;
L-lyxose
1949-78-6

L-lyxose

lyxonic acid-1,4-lactone
104196-15-8

lyxonic acid-1,4-lactone

Conditions
ConditionsYield
With hypoiodous acid
methanol
67-56-1

methanol

L-lyxose
1949-78-6

L-lyxose

benzoyl chloride
98-88-4

benzoyl chloride

1-O-methyl-2,3,5-tri-O-benzoyl-L-lyxofuranose
169529-25-3

1-O-methyl-2,3,5-tri-O-benzoyl-L-lyxofuranose

Conditions
ConditionsYield
With pyridine; sulfuric acid
L-lyxose
1949-78-6

L-lyxose

L-(-)-arabitol
7643-75-6

L-(-)-arabitol

Conditions
ConditionsYield
With monospecific xylose reductase from yeast Candida intermedia; NADPH In phosphate buffer at 25℃; pH=7.0; Enzyme kinetics; Further Variations:; Reagents;
L-lyxose
1949-78-6

L-lyxose

allyl alcohol
107-18-6

allyl alcohol

allyl α/β-L-lyxofuranoside

allyl α/β-L-lyxofuranoside

Conditions
ConditionsYield
With sulfuric acid; sodium sulfate at 25℃;
L-lyxose
1949-78-6

L-lyxose

O-benzylhydoxylamine hydrochloride
2687-43-6

O-benzylhydoxylamine hydrochloride

(2S,3S,4S,E)-2,3,4,5-tetrahydroxypentanal O-benzyl oxime

(2S,3S,4S,E)-2,3,4,5-tetrahydroxypentanal O-benzyl oxime

Conditions
ConditionsYield
With pyridine In ethanol for 24h;

L-Lyxose Specification

The L-Lyxose, with the CAS registry number 1949-78-6, is also known as beta-L-lyxopyranose. It belongs to the product categories of Carbohydrate; 13C & 2H Sugars; Basic Sugars (Mono & Oligosaccharides); Biochemistry; Lyxose; Sugars; Aldehydes; Carbohydrates & Derivatives. Its EINECS registry number is 217-763-2. This chemical's molecular formula is C5H10O5 and molecular weight is 150.1299. Its IUPAC name is called (2S,3R,4R,5S)-oxane-2,3,4,5-tetrol. This chemical is an aldopentose — a monosaccharide containing five carbon atoms, and including an aldehyde functional group. This chemical is white fine crystalline powder.

Physical properties of L-Lyxose: (1)ACD/LogP: -0.83; (2)ACD/LogD (pH 5.5): -0.83; (3)ACD/LogD (pH 7.4): -0.83; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 8.46; (7)ACD/KOC (pH 7.4): 8.46; (8)#H bond acceptors: 5; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.646; (12)Molar Refractivity: 31.02 cm3; (13)Molar Volume: 85.4 cm3; (14)Surface Tension: 75.3 dyne/cm; (15)Density: 1.757 g/cm3; (16)Flash Point: 155.3 °C; (17)Enthalpy of Vaporization: 66.74 kJ/mol; (18)Boiling Point: 333.2 °C at 760 mmHg; (19)Vapour Pressure: 9.92E-06 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. You must avoid contacting it with skin and eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1C(C(C(C(O1)O)O)O)O
(2)Isomeric SMILES: C1[C@@H]([C@H]([C@H]([C@H](O1)O)O)O)O
(3)InChI: InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4+,5-/m0/s1
(4)InChIKey: SRBFZHDQGSBBOR-RSJOWCBRSA-N

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