CAS No.73346-74-4,(-)-2,3-O-Isopropylidene-D-threitol Suppliers

Products Categories

Pharmaceutical (42)
Organic Chemicals (22)
Others (15)
Reagent (2)
Materials (1)

Basic Information

Molecular Structure:
CAS No.:	73346-74-4
Name:	(-)-2,3-O-Isopropylidene-D-threitol
Article Data:	45

Formula:	C₇H₁₄O₄
Molecular Weight:	162.186
Synonyms:	1,3-Dioxolane-4,5-dimethanol,2,2-dimethyl-, (4R-trans)-;2,3-O-Isopropylidene-D-threitol;[(4R,5R)-5-Hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl]methanol;
EINECS:	277-391-1
Density:	1.108 g/cm³
Melting Point:	48-51 °C(lit.)
Boiling Point:	335.9 °C at 760 mmHg
Flash Point:	111.9 °C
Solubility:	Soluble in water.
Appearance:	colorless to light yellow liquid
Hazard Symbols:	Xn
Risk Codes:	20/21/22-36/37/38
Safety:	22-24/25-36-26
PSA:	58.92000
LogP:	-0.50890

Synthetic route

: 37031-29-1, 6134-82-3, 6135-80-4, 90613-41-5, 116499-08-2, 37031-30-4
(+)-dimethyl-2,3-O-isopropylidene-D-tartrate

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate	100%
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 1.25h;	99%
With lithium aluminium tetrahydride In diethyl ether Reflux; Inert atmosphere;	99%

: 73346-73-3
(4S,5S)-diethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
With sodium tetrahydroborate; lithium chloride In tetrahydrofuran; ethanol at 20℃; for 14h;	92%
With lithium aluminium tetrahydride	84%
With lithium aluminium tetrahydride In diethyl ether for 16h; Heating;	81%

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

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;	90%

: bis(1-methylethyl) (4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere;	88%

: 126581-14-4
D-2,3-isopropylidene tartaric acid

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0 - 20℃; for 16h; Inert atmosphere;	85%
With sodium tetrahydroborate In ethyl [2]alcohol	82%
With lithium aluminium tetrahydride In tetrahydrofuran Heating;

: 59779-75-8
diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride	77.3%

: 3969-84-4
3,4-di-O-isopropylidene-D-mannitol

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
With lead(IV) acetate; nickel; ethyl acetate Hydrogenation;
With sodium tetrahydroborate; sodium periodate 1.) aq. acetone, 0 deg C, 2 h, 2.) O deg C, 1 h; Yield given. Multistep reaction;
With sodium tetrahydroborate; sodium periodate Yield given. Multistep reaction;

: 109715-58-4
(4R)-3,4-(isopropylidenedioxy)tetrahydrofuran-2-ol

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

: 5754-27-8, 85362-89-6, 122137-20-6, 146566-82-7
(4S,5S)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarbaldehyde

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
With sodium tetrahydroborate In water; acetone at 15 - 20℃;

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

/PBAAB002-2250/: /PBAAB002-2250/

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / p-TsOH / Heating 2: 87 percent / LiAlH4 / diethyl ether View Scheme

Total:76 Page 1 of 2 1 2 Next>>

Post a RFQ

Cas No.:

Product Name:

Quantity:

Email:

Company name:

Valid Period:

Detailed Requirements:

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

What can I do for you?
Get Best Price

Get Best Price for 73346-74-4

Specification

The (-)-2,3-O-Isopropylidene-D-threitol is an organic compound with the formula C₇H₁₄O₄. The IUPAC name of this chemical is [(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol. With the CAS registry number 73346-74-4 and EINECS 277-391-1, it is also named as D-(-)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol. The product's categories are Heterocycles Series; Chiral; Chiral Reagents; Biochemistry; Chiral Building Blocks; Dioxanes & Dioxolanes; Dioxolanes; Glycidyl Compounds, etc. (Chiral); O-Substituted Sugars; Sugar Alcohols; Synthetic Organic Chemistry; Chiral Compound. It is colorless to light yellow liquid which should be sealed in the container and stored in the cool and dry place which must be away from oxidant.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.02; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 36.92 Å²; (7)Index of Refraction: 1.443; (8)Molar Refractivity: 38.82 cm³; (9)Molar Volume: 146.3 cm³; (10)Polarizability: 15.39×10^-24 cm³; (11)Surface Tension: 42.8 dyne/cm; (12)Density: 1.108 g/cm³; (13)Flash Point: 111.9 °C; (14)Enthalpy of Vaporization: 67.09 kJ/mol; (15)Boiling Point: 335.9 °C at 760 mmHg; (16)Vapour Pressure: 8.03E-06 mmHg at 25°C.

Preparation of (-)-2,3-O-Isopropylidene-D-threitol: It can be obtained by (4S,5S)-4,5-bisethoxycarbonyl-2,2-dimethyl-1,3-dioxolane. This reaction needs reagent LiAlH₄ and solvent diethyl ether by heating. The reaction time is 16 hours. The yield is 81%.

Uses of (-)-2,3-O-Isopropylidene-D-threitol: It can react with toluene-4-sulfonyl chloride to get O2,O3-isopropylidene-O1,O4-bis-(toluene-4-sulfonyl)-D-threitol. This reaction needs reagent pyridine at temperature of -15 °C. The yield is 91%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should not breathe dust and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:OC[C@H]1OC(O[C@@H]1CO)(C)C
2. InChI:InChI=1/C7H14O4/c1-7(2)10-5(3-8)6(4-9)11-7/h5-6,8-9H,3-4H2,1-2H3/t5-,6-/m1/s1
3. InChIKey:INVRLGIKFANLFP-PHDIDXHHBS