(+)-Diisopropyl L-tartrate supplier

Name
(+)-Diisopropyl L-tartrate
EINECS 218-709-0
CAS No. 2217-15-4
Article Data4
CAS DataBase
Density 1.188 g/cm³
Solubility
Melting Point
Formula C₁₀H₁₈O₆
Boiling Point 268.1 °C at 760 mmHg
Molecular Weight 234.249
Flash Point 109.4 °C
Transport Information
Appearance clear, colorless liquid
Safety 24/25-36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Butanedioicacid, 2,3-dihydroxy- (2R,3R)-, bis(1-methylethyl) ester (9CI);Butanedioic acid,2,3-dihydroxy-[R-(R*,R*)]-, bis(1-methylethyl) ester;Tartaric acid,diisopropyl ester (5CI);Tartaric acid, diisopropyl ester, (+)- (8CI);(+)-DIPT;(+)-Tartaric acid diisopropyl ester;Diisopropyl(+)-L-tartrate;Diisopropyl (2R,3R)-tartrate;Diisopropyl L-tartrate;Diisopropyl tartrate;L-(+)-Tartaric acid diisopropylester;
PSA 93.06000
LogP -0.38860

Synthetic route

: 87-91-2
diethyl (2R,3R)-tartrate

: 67-63-0
isopropyl alcohol

: 2217-15-4
L-(+)-diisopropyl tartrate

Conditions

Conditions	Yield
With indium; iodine for 7h; transesterification; Heating;	87%

: 87-69-4
tartaric acid

: 67-63-0
isopropyl alcohol

: 2217-15-4
L-(+)-diisopropyl tartrate

Conditions

Conditions	Yield
With calcium chloride

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 18680-27-8
pinanediol

A: 2217-15-4
L-(+)-diisopropyl tartrate

B: 76110-78-6
(3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-phenylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 0.25h; Title compound not separated from byproducts.;	A n/a B 99 % Spectr.

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 504-63-2
trimethyleneglycol

A: 4406-77-3
2-Phenyl-1,3,2-dioxaborinane

B: 2217-15-4
L-(+)-diisopropyl tartrate

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 0.1h; Title compound not separated from byproducts.;	A 99 % Spectr. B n/a

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 126-30-7
2,2-Dimethyl-1,3-propanediol

A: 2217-15-4
L-(+)-diisopropyl tartrate

B: 5123-13-7
5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 0.1h; Title compound not separated from byproducts.;	A n/a B 99 % Spectr.

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 24892-49-7, 139687-48-2
2,4-dimethylpentane-2,4-diol

A: 2217-15-4
L-(+)-diisopropyl tartrate

B: 95843-97-3
2,4-dimethyl-2,4-pentanediol phenylboronic ester

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 3h; Title compound not separated from byproducts.;	A n/a B 99 % Spectr.

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 111-42-2
2,2'-iminobis[ethanol]

A: 2217-15-4
L-(+)-diisopropyl tartrate

B: 4406-73-9
diethanolamine phenylboronic ester

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 0.1h; Title compound not separated from byproducts.;	A n/a B 99 % Spectr.

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 2160-93-2
N-tert-butyldiethanolamine

A: 2217-15-4
L-(+)-diisopropyl tartrate

B: 73029-08-0
N-tert-butyldiethanolamine phenylboronic ester

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 0.1h; Title compound not separated from byproducts.;	A n/a B 99 % Spectr.

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 1195-59-1
2.6-bis(hydroxymethyl)pyridine

A: 2,6-pyridinedimethanol phenylboronic ester

B: 2217-15-4
L-(+)-diisopropyl tartrate

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 0.1h; Title compound not separated from byproducts.;	A 90 % Spectr. B n/a

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 19132-06-0
(2S,3S)-butane-2,3-diol

A: (4S,5S)-4,5-dimethyl-2-phenyl-1,3,2-dioxaborolane

B: 2217-15-4
L-(+)-diisopropyl tartrate

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 0.1h; Title compound not separated from byproducts.;	A 98 % Spectr. B n/a

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 76-09-5
2,3-dimethyl-2,3-butane diol

A: 2217-15-4
L-(+)-diisopropyl tartrate

B: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 48h; Title compound not separated from byproducts.;	A n/a B 99 % Spectr.

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 1792-81-0
cis-1,2-cyclohexane

A: 2217-15-4
L-(+)-diisopropyl tartrate

B: 6638-70-6
(3aR,7aS)-2-phenyl-hexahydro-2H-1,3,2-benzodioxaborole

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 20h; Title compound not separated from byproducts.;	A n/a B 92 % Spectr.

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 5057-98-7
cis-1,2-cyclopentanediol

A: 2217-15-4
L-(+)-diisopropyl tartrate

B: 7462-37-5
(3aR,6aS)-2-phenyl-hexahydrocyclopenta[d][1,3,2]dioxaborole

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 0.25h; Title compound not separated from byproducts.;	A n/a B 99 % Spectr.

...Expand

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

: 107-21-1
ethylene glycol

A: 4406-72-8
2-phenyl[1,3,2]dioxaborolane

B: 2217-15-4
L-(+)-diisopropyl tartrate

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 0.1h; Title compound not separated from byproducts.;	A 99 % Spectr. B n/a

...Expand

: 87-69-4
L-Tartaric acid

: 67-63-0
isopropyl alcohol

: 2217-15-4
L-(+)-diisopropyl tartrate

Conditions

Conditions	Yield
With thionyl chloride at 20℃;

: 2217-15-4
L-(+)-diisopropyl tartrate

: 136029-38-4
(4R,5R)-2-Oxo-2λ4-[1,3,2]dioxathiolane-4,5-dicarboxylic acid diisopropyl ester

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide at 50℃; for 1h;	100%
With thionyl chloride In tetrachloromethane for 1h; Heating;	96%
With pyridine; thionyl chloride In dichloromethane at 0℃;

: 2217-15-4
L-(+)-diisopropyl tartrate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 147488-89-9
(2R,3R)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-succinic acid diisopropyl ester

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 60℃; for 12h;	100%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 83540-97-0
(2R)-diisopropyl 2-hydroxybutanedioate

Conditions

Conditions	Yield
With samarium diiodide; ethylene glycol In tetrahydrofuran for 1h; Ambient temperature;	99%

: (E)-crotylboronate diethanolamine complex

: 2217-15-4
L-(+)-diisopropyl tartrate

: 99687-40-8, 106357-20-4, 106357-33-9, 99745-86-5
(R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate

Conditions

Conditions	Yield
With sodium chloride In diethyl ether stirred under nitrogen for 5 min; extraction of aqueous layer with Et2O; organic extracts combined; dried over MgSO4; filtration; concn.;	99%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 613-94-5
benzoic acid hydrazide

: (benzoylhydrazono)acetic acid isopropyl ester

Conditions

Conditions	Yield
Stage #1: L-(+)-diisopropyl tartrate With sodium periodate In water at 0℃; for 2h; Stage #2: benzoic acid hydrazide In ethanol for 12h;	99%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 77-76-9
2,2-dimethoxy-propane

: 81327-47-1
diisopropyl (2S,3S)-2,3-O-isopropylidenetartrate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 3h; Heating;	97%
In various solvent(s) Heating;	82%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 106-95-6
allyl bromide

: (2R,3R)-2,3-Bis-allyloxy-succinic acid diisopropyl ester

Conditions

Conditions	Yield
Stage #1: L-(+)-diisopropyl tartrate With sodium hydride In tetrahydrofuran at 0 - 25℃; for 1h; Metallation; Stage #2: allyl bromide With 18-crown-6 ether; tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 0 - 25℃; for 4h; Etherification;	97%

: 75-77-4
chloro-trimethyl-silane

: 2217-15-4
L-(+)-diisopropyl tartrate

: 130678-42-1
Di(1-methylethyl)-(2R,3R)-2,3-bis<(trimethylsilyl)oxy>butandioat

Conditions

Conditions	Yield
With triethylamine In dichloromethane a) 0 deg C, 10 min, b) r.t., 5h;	96%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 78-39-7
Triethyl orthoacetate

: 130258-01-4
diisopropyl (4R,5R)-2-ethoxy-2-methyl-1,3-dioxolan-4,5-dicarboxylate

Conditions

Conditions	Yield
With sulfuric acid at 130℃; for 3h;	96%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 924-53-8
isopropyl glyoxalate

Conditions

Conditions	Yield
With sodium periodate In diethyl ether; water at 0℃; for 2.33333h;	95%
With sodium periodate In water at 0℃; for 2h; Inert atmosphere;	60%
With sodium periodate at 0℃; for 2h;

: 2217-15-4
L-(+)-diisopropyl tartrate

: 25226-98-6
trans-cinnamaldehyde diethylacetal

: 99267-72-8
(4R,5R)-4,5-Bis((2-methylethoxy)carbonyl)-2-(trans-2-phenylethenyl)-1,3-dioxolane

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In benzene for 1h; Heating;	93%

: 12636-72-5
bis(cyclopentadienyl)dimethylzirconium(IV)

: 2217-15-4
L-(+)-diisopropyl tartrate

: Zr2O2(C5H5)4(C2H2O(CO2CH(CH3)2)2)2

Conditions

Conditions	Yield
In dichloromethane evapd., twice recrystd. from toluene;;	93%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 100-39-0
benzyl bromide

: 139631-40-6
*,R*)>-bis(1-methylethyl) 2,3-bis(phenylmethoxy)butanedioate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;	92%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 188691-14-7
dihydroxyacetic acid isopropyl ester

Conditions

Conditions	Yield
With sodium periodate; silica gel In dichloromethane for 1.5h; Ambient temperature;	90%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 122-51-0
orthoformic acid triethyl ester

: diisopropyl (4R,5R)-2-ethoxy-1,3-dioxolan-4,5-dicarboxylate

Conditions

Conditions	Yield
With sulfuric acid at 130℃; for 3h;	88%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 104-54-1
3-Phenylpropenol

: 98819-68-2
3-phenyl-(2R,3R)-oxiran-2-ylmethanol

Conditions

Conditions	Yield
Stage #1: L-(+)-diisopropyl tartrate With titanium(IV) isopropylate In dichloromethane at 300℃; for 0.0833333h; Inert atmosphere; Molecular sieve; Stage #2: 3-Phenylpropenol In dichloromethane for 1h; Inert atmosphere;	88%

: 2217-15-4
L-(+)-diisopropyl tartrate

allyl halide: allyl halide

: (2R,3R)-2,3-Bis-allyloxy-succinic acid diisopropyl ester

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;	86%

: 2217-15-4
L-(+)-diisopropyl tartrate

methyl halide: methyl halide

: (+)-O.O-Dimethyl-weinsaeurediisopropylester

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;	85%

: 2217-15-4
L-(+)-diisopropyl tartrate

: (Z)-crotylboronate diethanolamine complexes

: 106357-20-4
(R,R)-diisopropyl tartrate (Z)-crotylboronate

Conditions

Conditions	Yield
With sodium chloride In diethyl ether; water	85%

: 2217-15-4
L-(+)-diisopropyl tartrate

: (E)-crotylboronate diethanolamine complexes

: 99687-40-8, 106357-20-4, 106357-33-9, 99745-86-5
(R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate

Conditions

Conditions	Yield
With sodium chloride In diethyl ether; water	85%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 79-04-9
chloroacetyl chloride

: 226710-52-7
(2R,3R)-2,3-Bis-(2-chloro-acetoxy)-succinic acid diisopropyl ester

Conditions

Conditions	Yield
With pyridine In chloroform for 5h; Ambient temperature;	84%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 532-55-8
Benzoyl isothiocyanate

: 253350-02-6
(4R,5R)-4,5-di(isopropyloxycarbonyl)-3-benzoyloxazolidin-2-one

Conditions

Conditions	Yield
Stage #1: L-(+)-diisopropyl tartrate With di(n-butyl)tin oxide In 1,2-dichloro-ethane for 4h; Heating; Stage #2: Benzoyl isothiocyanate With triethylamine In 1,2-dichloro-ethane for 1h; Heating; Stage #3: With tetrabutylammomium bromide In 1,2-dichloro-ethane for 2h; Heating; Further stages.;	84%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 939-26-4
2-bromomethylnaphthyl bromide

: (2R,3R)-2,3-Bis-(naphthalen-2-ylmethoxy)-succinic acid diisopropyl ester

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;	83%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 129423-29-6
[(1E)-3-phenylprop-1-en-1-yl]boronic acid

: (4R,5R)-diisopropyl 2-((E)-3-phenylprop-1-enyl)-1,3,2-dioxaborolane-4,5-dicarboxylate

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	83%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 105-88-4
α.ε.ι-trimethyl-undecylaldehyde

: 130678-57-8, 130793-54-3, 130793-55-4, 130793-59-8
Di(1-methylethyl)-(4R,5R)-2-<(1RS,5RS)-1,5,9-trimethyldecyl>-1,3-dioxolan-4,5-dicarboxylat

Conditions

Conditions	Yield
toluene-4-sulfonic acid In toluene Heating;	82%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 149-73-5
trimethyl orthoformate

: 649721-37-9
(4R,5R)-di-isopropyl-2-methoxy-1,3-dioxolane-4,5-dicarboxylate

Conditions

Conditions	Yield
With sulfuric acid In toluene Heating;	81%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 98-80-6
phenylboronic acid

: 1061180-99-1
(4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate

Conditions

Conditions	Yield
In toluene byproducts: H2O; addn. of diisopropyl tartrate to toluene soln. of boronic acid deriv., refluxing for 24 h in Dean-Stark app.; cooling to room temp., drying, filtration, evapn. in vac., recrystn. (hexane), elem. anal.;	81%
In pentane at 20℃;

: 2217-15-4
L-(+)-diisopropyl tartrate

: 1663-61-2
triethoxymethylbenzene

: diisopropyl (4R,5R)-2-ethoxy-2-phenyl-1,3-dioxolan-4,5-dicarboxylate

Conditions

Conditions	Yield
With sulfuric acid at 130℃; for 3h;	80%

: 2217-15-4
L-(+)-diisopropyl tartrate

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: (2R,3R)-2-Hydroxy-3-triisopropylsilanyloxy-succinic acid diisopropyl ester

Conditions

Conditions	Yield
With 2,5-dimethylpyridine In dichloromethane at 21℃;	80%

(+)-Diisopropyl L-tartrate Chemical Properties

Molecular structure of Tartaric acid, diisopropyl ester (CAS NO.2217-15-4) is:

Product Name: Tartaric acid, diisopropyl ester
CAS Registry Number: 2217-15-4
IUPAC Name: dipropan-2-yl 2,3-dihydroxybutanedioate
Molecular Weight: 234.24632 [g/mol]
Molecular Formula: C₁₀H₁₈O₆
XLogP3: 0.6
H-Bond Donor: 2
H-Bond Acceptor: 6
EINECS: 218-709-0
Sensitive: Hygroscopic
Refractive index: 1.438-1.44
Surface Tension: 42.2 dyne/cm
Density: 1.188 g/cm³
Flash Point: 109.4 °C
Enthalpy of Vaporization: 58.77 kJ/mol
Boiling Point: 268.1 °C at 760 mmHg
Vapour Pressure: 0.00106 mmHg at 25°C
Product Categories: chiral;API intermediates;Asymmetric Synthesis;Chiral Building Blocks;Esters (Chiral);Synthetic Organic Chemistry;Chiral Chemicals;Hydroxy Acids & Deriv.;Chiral Compound

(+)-Diisopropyl L-tartrate Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	oral	6300uL/kg (6.3mL/kg)	Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
mouse	LD50	skin	> 10mL/kg (10mL/kg)	Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
rat	LD50	oral	6mL/kg (6mL/kg)	Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.

(+)-Diisopropyl L-tartrate Safety Profile

Safty information about Tartaric acid, diisopropyl ester (CAS NO.2217-15-4) is:
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25:Avoid contact with skin and eyes.
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: WW8100000
HS Code: 29181300

(+)-Diisopropyl L-tartrate Specification

Tartaric acid, diisopropyl ester , its cas register number is 2217-15-4. It also can be called Diisopropyl tartrate ; Diisopropyl L-(+)-tartarate ; (+)-Diisopropyl L-tartrate .It is a clear, colorless liquid.

Product Name

(+)-Diisopropyl L-tartrate

Synthetic route

(+)-Diisopropyl L-tartrate Chemical Properties

(+)-Diisopropyl L-tartrate Toxicity Data With Reference

(+)-Diisopropyl L-tartrate Safety Profile

(+)-Diisopropyl L-tartrate Specification

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