(R)-Glycerol 1-(p-toluenesulfonate) supplier

Name
(R)-Glycerol 1-(p-toluenesulfonate)
EINECS
CAS No. 41274-09-3
Article Data24
CAS DataBase
Density 1.351 g/cm³
Solubility
Melting Point 54-59 °C
Formula C₁₀H₁₄O₅S
Boiling Point 463 °C at 760 mmHg
Molecular Weight 246.284
Flash Point 233.8 °C
Transport Information
Appearance
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,2,3-Propanetriol,1-(4-methylbenzenesulfonate), (R)-;(R)-1,2,3-Propanetriol4-methylbenzenesulfonate;(R)-1-(Tosyloxy)-2,3-propanediol;(R)-1-Tosyloxyglycerol;(R)-3-(Tosyloxy)-1,2-propanediol;D-3-Tosylglycerol;
PSA 92.21000
LogP 1.13430

Synthetic route

: 23788-74-1
(R)-2,2-dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
With hydrogenchloride In acetone Heating;	98%
With hydrogenchloride In methanol at 20℃; for 0.5h;	98%
With Dowex 50X8 H(+) form In methanol at 60℃; for 7h;	96%

: 119870-20-1
(R)-(-)-3-tosyloxy-2-benzyloxy-1-propanol

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol	98%

: 1638138-12-1
((R)-2,2-cyclohexylidine-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulphonate

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 20℃; for 24h;	85%

: 141656-30-6
(R)-(+)-3-tosyloxypropane-1,2-diol dipropionate

A: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

B: 50765-70-3
(S)-1-tosyloxy-2,3-propanediol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 60℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 4873-09-0
allyl tosylate

A: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

B: 50765-70-3
(S)-1-tosyloxy-2,3-propanediol

Conditions

Conditions	Yield
With potassium dioxotetrahydroxoosmate(VI); potassium carbonate; potassium hexacyanoferrate(III); 1,4-bis(dihydroquinidinyl)anthraquinone In water; tert-butyl alcohol at 0℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

(R)-3--1.2-isopropylidenedioxy-propane: (R)-3--1.2-isopropylidenedioxy-propane

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
With hydrogenchloride

: 98-59-9
p-toluenesulfonyl chloride

(+-)-erythro-4-<4-nitro-benzoylamino>-pentan-2-ol: (+-)-erythro-4-<4-nitro-benzoylamino>-pentan-2-ol

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 68 percent / pyridine / 16 h / 0 - 28 °C 2: 95 percent / 1N HCl / acetone / 0.5 h / Heating View Scheme

: 98-59-9
p-toluenesulfonyl chloride

2.4-dioxy-6-methoxy-benzophenone: 2.4-dioxy-6-methoxy-benzophenone

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / 5 h / 20 °C 2: 3.166 g / TFA / H2O / 0.25 h / 20 °C View Scheme

: 98-59-9
p-toluenesulfonyl chloride

1-propyloxy-ethanol-(2): 1-propyloxy-ethanol-(2)

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 / Ambient temperature 2: 1 M HCl / acetone / 90 - 95 °C View Scheme

: 98-59-9
p-toluenesulfonyl chloride

l(+)-alanine: l(+)-alanine

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / pyridine 2: 98 percent / HCl / acetone / Heating View Scheme

: 128223-59-6
(R)-1-O-Acetyl-2-O-benzyl-3-tosylglycerol

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 96 percent / 25percent NH4OH / methanol / 15 h / Ambient temperature 2: 98 percent / H2 / 5percent Pd/C / ethanol View Scheme

: 98-59-9
p-toluenesulfonyl chloride

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 98 percent / pyridine / 15 h / Ambient temperature 2: 96 percent / 25percent NH4OH / methanol / 15 h / Ambient temperature 3: 98 percent / H2 / 5percent Pd/C / ethanol View Scheme
Multi-step reaction with 2 steps 1: 2) NaOH / 1) Py., 2) EtOH, 0 deg C 2: 98 percent / H2 / 5percent Pd/C / ethanol View Scheme
Multi-step reaction with 2 steps 1: pyridine / acetone / 0 °C 2: hydrogenchloride / methanol / 6 h / Reflux View Scheme

(S) glycerol-1, 2-acetonide: (S) glycerol-1, 2-acetonide

: 15721-22-9
2,2-dimethylvaleroyl chloride

: 98-59-9
p-toluenesulfonyl chloride

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
In pyridine; dichloromethane; acetone

...Expand

(S) glycerol-1,2-acetonide: (S) glycerol-1,2-acetonide

: 98-59-9
p-toluenesulfonyl chloride

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

Conditions

Conditions	Yield
With hydrogenchloride In pyridine; dichloromethane; acetone

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: (R)-4-tosyloxymethyl-1,3,2-dioxathiolan-2-oxide

Conditions

Conditions	Yield
With thionyl chloride; triethylamine In dichloromethane at 0℃; for 0.166667h;	93%

: 90-15-3
α-naphthol

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 61248-78-0
(R)-3-(1-naphthyloxy)-1,2-propanediol

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 80℃; for 16h;	91%

: 4195-19-1
pivaloyl imidazole

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 141110-71-6
(2R)-3-p-toluenesulphonyloxy-1-trimethylacetoxy-2-propanol

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 168h; Ambient temperature;	88%
With triethylamine In methanol; dichloromethane; chloroform	48.3 g (146 mmol, 88%)
With triethylamine In methanol; dichloromethane; chloroform	48.3 g (146 mmol, 88%)

: 110-88-3
1,3,5-Trioxan

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 67800-64-0
1-O-tosyl-2,3-O-methylidene-D-glycerol

Conditions

Conditions	Yield
With hydrogen cation In benzene Heating;	87%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 76-83-5
trityl chloride

: 41274-10-6
(R)-1-tosyloxy-3-(triphenylmethyloxy)-2-propanol

Conditions

Conditions	Yield
With pyridine at 0℃; for 24h;	85%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 75-98-9
Trimethylacetic acid

: 141110-71-6
(2R)-3-p-toluenesulphonyloxy-1-trimethylacetoxy-2-propanol

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	78%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 57-10-3
1-hexadecylcarboxylic acid

: 57984-42-6
1-palmitoyl-3-(p-toluenesulfonyl)-sn-glycerol

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	72%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 4254-15-3
(S)-1,2-Propanediol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 4h;	72%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 144024-32-8
4-<1-(4-methylphenyl)sulfonyl-3-pyrrolyl>-4-oxobutanal

A: 144024-35-1
(R)-(+)-2-<1-(4-methylphenyl)sulfonyl-4-indolyloxy>-3-<(4-methylphenyl)sulfonyloxy>-1-propanol

B: 144024-34-0
(R)-(-)-3-<1-(4-methylphenyl)sulfonyl-4-indolyloxy>-1-<(4-methylphenyl)sulfonyloxy>-2-propanol

Conditions

Conditions	Yield
With sulfuric acid In dichloromethane for 3h; Heating;	A 5.5% B 71%

...Expand

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 85820-84-4
(-)-(2S)-3-azidopropane-1,2-diol

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide for 24h; Reflux;	70%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 144024-31-7
4,4-dimethoxy-1-<1-(4-methylphenyl)sulfonyl-3-pyrrolyl>-1-butanone

A: 144024-35-1
(R)-(+)-2-<1-(4-methylphenyl)sulfonyl-4-indolyloxy>-3-<(4-methylphenyl)sulfonyloxy>-1-propanol

B: 144024-34-0
(R)-(-)-3-<1-(4-methylphenyl)sulfonyl-4-indolyloxy>-1-<(4-methylphenyl)sulfonyloxy>-2-propanol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 3h; Heating;	A 9% B 68%
With toluene-4-sulfonic acid In toluene for 4h; Heating;	A 11% B 67%

...Expand

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 40425-15-8
(R)-3-iodo-1,2-propanediol

Conditions

Conditions	Yield
With sodium iodide In acetone at 90℃; for 9h;	65%

: 932378-51-3
12-(2'-naphthylacetyl)aminododecanoic acid p-nitrophenyl ester

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 932378-50-2
1-(12'-N-[2''-naphthylacetyl]aminolauroyl)-3-(p-toluenesulfonyl)-sn-glycerol

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; for 96h;	58%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

A: ((2S,4R)-2-(2,4-dichlorophenyl)-2-methyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

B: ((2R,4R)-2-(2,4-dichlorophenyl)-2-methyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 48h; Reflux; Dean-Stark; Inert atmosphere;	A 55% B 30%

...Expand

: 110-87-2
3,4-dihydro-2H-pyran

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 57-10-3
1-hexadecylcarboxylic acid

: 605680-00-0
1-palmitoyl-2-(tetrahydropyran-2-yl)-sn-glycerol

Conditions

Conditions	Yield
Stage #1: (R)-3-tosyloxy-1,2-propanediol; 1-hexadecylcarboxylic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Stage #2: 3,4-dihydro-2H-pyran With toluene-4-sulfonic acid In dichloromethane at 20℃; Further stages;	52%

...Expand

: 110-87-2
3,4-dihydro-2H-pyran

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 57-11-4
stearic acid

: C26H50O5

Conditions

Conditions	Yield
Stage #1: (R)-3-tosyloxy-1,2-propanediol; stearic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Stage #2: 3,4-dihydro-2H-pyran With toluene-4-sulfonic acid In dichloromethane at 20℃; Further stages;	49%

...Expand

: 38212-33-8
4-(4-chlorophenyl) piperazine

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: (R)-3-[4-(4-Chloro-phenyl)-piperazin-1-yl]-propane-1,2-diol

Conditions

Conditions	Yield
In toluene for 18h; Heating;	48%

: 92-54-6
4-phenyl-1-piperazine

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: dextrodropropizine

Conditions

Conditions	Yield
In toluene for 18h; Heating;	44%

: 38212-30-5
1-(4-methoxyphenyl)piperazine

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: (R)-3-[4-(4-Methoxy-phenyl)-piperazin-1-yl]-propane-1,2-diol

Conditions

Conditions	Yield
In toluene for 18h; Heating;	40%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

100: 100

: (R)-3-[4-(2-Chloro-phenyl)-piperazin-1-yl]-propane-1,2-diol

Conditions

Conditions	Yield
In toluene for 18h;	38%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 2252-63-3
1-(4-Fluorophenyl)piperazine

: (R)-3-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-propane-1,2-diol

Conditions

Conditions	Yield
In toluene for 18h; Heating;	35%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 6640-24-0
N-(m-chlorophenyl)piperazine

: (R)-3-[4-(3-Chloro-phenyl)-piperazin-1-yl]-propane-1,2-diol

Conditions

Conditions	Yield
In toluene for 18h; Heating;	30%

: 35386-24-4
1-(2-Methoxyphenyl)piperazine

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: (R)-3-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-propane-1,2-diol

Conditions

Conditions	Yield
In toluene for 18h; Heating;	29%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 103-71-9
phenyl isocyanate

: 96800-34-9
(R)-(3-phenyl-2-oxo-5-oxazolidinyl)methyl azide

Conditions

Conditions	Yield
Multistep reaction.;	23%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 103-71-9
phenyl isocyanate

: (5R)-5-chloromethyl-3-phenyl-oxazolidin-2-one

Conditions

Conditions	Yield
Multistep reaction.;	22%

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 103-71-9
phenyl isocyanate

A: (5R)-5-chloromethyl-3-phenyl-oxazolidin-2-one

B: 5-(chloromethyl)-3-phenyloxazolidin-2-one

Conditions

Conditions	Yield
Multistep reaction;	A n/a B 21%
Multistep reaction;

...Expand

: 41274-09-3
(R)-3-tosyloxy-1,2-propanediol

: 103-71-9
phenyl isocyanate

A: (5R)-5-chloromethyl-3-phenyl-oxazolidin-2-one

B: 339301-73-4
(S)-5-Azidomethyl-3-phenyl-oxazolidin-2-one

Conditions

Conditions	Yield
Multistep reaction;	A n/a B 15%

...Expand

(R)-Glycerol 1-(p-toluenesulfonate) Specification

The CAS register number of (R)-Glycerol 1-(p-toluenesulfonate) is 41274-09-3. It also can be called as (R)-1-Tosyloxy-2,3-propanediol and the systematic name about this chemical is (2R)-2,3-dihydroxypropyl 4-methylbenzenesulfonate. The molecular formula about this chemical is C₁₀H₁₄O₅S and molecular weight is 246.28. It belongs to the following product categories, such as Chiral; Chiral Reagents and so on.

Physical properties about (R)-Glycerol 1-(p-toluenesulfonate) are: (1)ACD/LogP: 0.05; (2)ACD/LogD (pH 5.5): 0.05; (3)ACD/LogD (pH 7.4): 0.05; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 25.36; (7)ACD/KOC (pH 7.4): 25.36; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 7; (11)Polar Surface Area: 70.21Å²; (12)Index of Refraction: 1.559; (13)Molar Refractivity: 58.87 cm³; (14)Molar Volume: 182.2 cm³; (15)Polarizability: 23.33x10^-24cm³; (16)Surface Tension: 54 dyne/cm; (17)Enthalpy of Vaporization: 76.3 kJ/mol; (18)Boiling Point: 463 °C at 760 mmHg; (19)Vapour Pressure: 2.27E-09 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(OC[C@H](O)CO)c1ccc(cc1)C
(2)InChI: InChI=1/C10H14O5S/c1-8-2-4-10(5-3-8)16(13,14)15-7-9(12)6-11/h2-5,9,11-12H,6-7H2,1H3/t9-/m1/s1
(3)InChIKey: DFQNMODTAFTGHS-SECBINFHBY
(4)Std. InChI: InChI=1S/C10H14O5S/c1-8-2-4-10(5-3-8)16(13,14)15-7-9(12)6-11/h2-5,9,11-12H,6-7H2,1H3/t9-/m1/s1
(5)Std. InChIKey: DFQNMODTAFTGHS-SECBINFHSA-N

Product Name

(R)-Glycerol 1-(p-toluenesulfonate)

Synthetic route

(R)-Glycerol 1-(p-toluenesulfonate) Specification

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