(-)-2,3-O-Isopropylidene-D-threitol

Product Name: (-)-2,3-O-Isopropylidene-D-threitol
CAS No.: 73346-74-4
Chemical Name: (-)-2,3-O-Isopropylidene-D-threitol
Synonyms: (4R,5R)-;2,3-O-isopropylidene threitol;2,3-O-ISOPROPYLIDENE-D-THREITOL;2,2-O-Isopropylidene-D-Threitol;2-O,3-O-Isopropylidene-D-threitol;2,3-DI-O-ISOPROPYLIDENE-D-THREITOL;(+)-2,3-O-ISOPROPYLIDINE-D-THREITOL;2,2-O-ISOPROPYLIDENE-D-THREITOL,99%;(-)-2,3-O-Isopropylidene-D-threitol;(-)-2,3-O-Isopropylidine-D-Threitol
CBNumber: CB8428640
Molecular Formula: C7H14O4
Formula Weight: 162.18
MOL File: 73346-74-4.mol

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(-)-2,3-O-Isopropylidene-D-threitol Property

Melting point:: 48-51 °C(lit.)
Boiling point:: 91-93 °C0.01 mm Hg(lit.)
alpha: -3.1 º (c=5, CHCl3 26 ºC)
Density: 1.0585 (rough estimate)
refractive index: -4 ° (C=5, Acetone)
Flash point:: >230 °F
storage temp.: Inert atmosphere,Store in freezer, under -20°C
solubility: Chloroform, Dichloromethane, Ethyl Acetate, THF
pka: 13.90±0.10(Predicted)
form: Oil
color: Yellow
Water Solubility: Soluble in water.
Sensitive: Hygroscopic
BRN: 1798
CAS DataBase Reference: 73346-74-4(CAS DataBase Reference)

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Safety

Hazard Codes: Xn
Risk Statements: 20/21/22-36/37/38
Safety Statements: 22-24/25-36-26
WGK Germany: 3
F: 3-10
HS Code: 29329970

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: I0375
Product name: (-)-2,3-O-Isopropylidene-D-threitol
Purity: >98.0%(GC)
Packaging: 1g
Price: $80
Updated: 2025/07/31

TCI Chemical

Product number: I0375
Product name: (-)-2,3-O-Isopropylidene-D-threitol
Purity: >98.0%(GC)
Packaging: 5g
Price: $328
Updated: 2025/07/31

Usbiological

Product number: I9041-01
Product name: 2,3-Di-O-isopropylidene-D-threitol
Packaging: 500mg
Price: $333
Updated: 2021/12/16

TRC

Product number: I868935
Product name: 2,3-O-Isopropylidene-D-threitol
Packaging: 1g
Price: $55
Updated: 2021/12/16

Chem-Impex

Product number: 32381
Product name: (-)-2,3-O-Isopropylidene-D-threitol,98%(GC)
Purity: 98%(GC)
Packaging: 1G
Price: $33.6
Updated: 2021/12/16

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(-)-2,3-O-Isopropylidene-D-threitol Chemical Properties,Usage,Production

Chemical Properties

Colorless to light yellow liqui

Uses

(-)-2,3-O-Isopropylidene-D-threitol is used in the synthesis of the optically active enantiomorphic 2,3-butanediols. It react with toluene-4-sulfonyl chloride to get O2,O3-isopropylidene-O1,O4-bis-(toluene-4-sulfonyl)-D-threitol.

Synthesis

37031-29-1

73346-74-4

General procedure for the synthesis of 2,3-O-isopropylidene-D-sitosterol from dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate: an anhydrous tetrahydrofuran (120 ml) solution of lithium aluminium hydride (10 g, 267 mmol) was stirred and refluxed under nitrogen protection for 30 min. Subsequently, a solution of anhydrous tetrahydrofuran (200 ml) of 2,3-O-isopropylidene-L-tartaric acid dimethyl ester (53 g, 243 mmol) was slowly added dropwise with stirring, and heat generated during the reaction induced a mild reflux. After continuing the reflux reaction for 3 h, the reaction solution was cooled to 0 °C. Water (8.4 ml), 4M sodium hydroxide solution (8.4 ml) and water (32 ml) were added sequentially to the reaction solution. The resulting precipitate was removed by filtration and the filtrate was extracted with ether (using Soxhlet extractor). The organic phases were combined, dried and concentrated under reduced pressure to give 2,3-O-isopropylidene-L-sitosterol (35 g, 216 mmol, 89% yield). The product was identified by 1H NMR (CDCl3): δ 3.98 (m, 2H), 3.77 (m, 4H), 3.64 (s, 2H), 1.45 (s, 6H); 13C NMR (CDCl3) showed the characteristic peaks: δ 109.53, 78.24, 62.25, 27.28; low resolution electron bombardment mass spectrometry (LREIMS) revealed that molecular ion peak m/z 162.1 (M+). The crude product obtained can be directly used in the subsequent reaction.

References

[1] Chirality, 2018, vol. 30, # 4, p. 342 - 350
[2] Angewandte Chemie - International Edition, 2008, vol. 47, # 20, p. 3762 - 3765
[3] European Journal of Organic Chemistry, 2011, # 23, p. 4465 - 4471
[4] Heterocycles, 2012, vol. 86, # 1, p. 687 - 695
[5] Journal of Organic Chemistry, 2016, vol. 81, # 22, p. 10698 - 10706

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View Lastest Price from (-)-2,3-O-Isopropylidene-D-threitol manufacturers

Career Henan Chemical Co

Product: (-)-2,3-O-Isopropylidene-D-threitol 73346-74-4
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Customized
Release date: 2019-07-02

73346-74-4, (-)-2,3-O-Isopropylidene-D-threitolRelated Search:

Dimethyl sulfoxide Dimethyl fumarate Lithium diisopropylamide 1,4-Dioxane N,N-Diisopropylethylamine Isomalt N,N-Dimethylformamide 6-O-ALPHA-D-GLUCOPYRANOSYL-D-GLUCITOL Chloromethyl isopropyl carbonate 2,2-Dimethyl-1,3-dioxolane-4-methanol Selenium dioxide ISOMALTOSE Dimethyl carbonate DIOXOPROMETHAZINE HCL ETHANE Dimethyl phthalate Dimethyl sebacate Dimethyl ether

D(-)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DIMETHANOL

2,3-DI-O-ISOPROPYLIDENE-D-THREITOL

(+)-2,3-O-ISOPROPYLIDINE-D-THREITOL

2,3-O-ISOPROPYLIDENE-D-THREITOL

(4S,5R)-(-)-4,5-BIS(HYDROXYMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE

(4R-TRANS) 1,3-DIOXOLANE-4,5-DIMETHANOL-2,2-DIMETHYL BUTANOIC ACID

(4R-TRANS)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DIMETHANOL

(4R,5R)-4,5-Dihydroxymethyl-2,2-dimethyl dioxolane

(4R,5R)-(-)-4,5-BIS(HYDROXYMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE

(4R,5R)-4,5-BIS(HYDROXYMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE

(4R,5R)-(-)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DIMETHANOL

(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DIMETHANOL

(-)-2,3-<i>O</i>-Isopropylidene-<small>D</small>-threitol

(4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol,99%e.e.

2,3-O-isopropylidene threitol

(4R,5R)-(-)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol, (4R,5R)-4,5-Bis(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane

(-)-2,3-O-Isopropylidene-D-threitol, (4R,5R)-4,5-Bis(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane

[(4R,5R)-5-(Hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol

1,3-Dioxolane-4,5-dimethanol, 2,2-dimethyl-, (4R-trans)-

(-)-2-O,3-O-Isopropylidene-D-threitol

(4R)-2,2-Dimethyl-1,3-dioxolane-4α,5β-dimethanol

2-O,3-O-Isopropylidene-D-threitol

((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)dimethanol

(4R,5R)-trans-4,5-di(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane

(-)-2,3-O-Isopropylidene-D-threitol,99%

(-)-2-3-O-Isopropylidene-D-threitol ,98%

(4R,5R)-

(4R,5R)-(-)-4,5-Bis(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane (4R,5R)-(-)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol

2,2-O-ISOPROPYLIDENE-D-THREITOL,99%

1,3-Dioxolane-4,5-dimethanol, 2,2-dimethyl-, (4R,5R)-

(-)-2,3-O-Isopropylidene-D-threitol&gt

(-)-2,3-O-Isopropylidene-D-threitol USP/EP/BP

(-)-2,3-O-Isopropylidene-D-threitol

(-)-2,3-iOi-Isopropylidene-smallDsmall-threitol

(-)-2,3-O-Isopropylidine-D-Threitol

2,2-O-Isopropylidene-D-Threitol

(-)-2,3-Di-O-isopropylidene-D-threitol

73346-74-4

73346-74-7

Carbohydrate Synthesis

Asymmetric Synthesis

Alcohols

Glycidyl Compounds, etc. (Chiral)

Sugar Alcohols

Dioxolanes

O-Substituted Sugars

Chiral Building Blocks

Sugars

Dioxanes & Dioxolanes

Organic Building Blocks

Monosaccharides

Specialty Synthesis

Heterocycles series

chiral

Chiral Reagents

Biochemistry

Chiral Building Blocks

Dioxanes & Dioxolanes