(4-Methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl)methanol

Base Information

• Chemical Name: (4-Methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl)methanol
• CAS No.: 4099-85-8
• Molecular Formula: C9H16O5
• Molecular Weight: 204.223
• Hs Code.: 2940006000
• NSC Number: 85191
• DSSTox Substance ID: DTXSID70961371
• Mol file: 4099-85-8.mol

Synonyms:(4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl)methanol;(6-Methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol;645417-47-6;MFCD00038805;MFCD00270040;methyl 2,3-o-(1-methylethylidene)pentofuranoside;NSC85191;starbld0041232;NCIOpen2_004814;SCHEMBL13289706;SCHEMBL24481795;DTXSID70961371;[(3aR,4R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol;BCP31878;NSC-85191;SB22863;PD156903;SY024869;SY042636;FT-0635125;FT-0771202

Chemical Property of (4-Methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl)methanol

Chemical Property:

• Appearance/Colour: Colourless Liquid
• Vapor Pressure: 0.000282mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 287.258 °C at 760 mmHg
• PKA: 14.14±0.10(Predicted)
• Flash Point: 127.529 °C
• PSA: 57.15000
• Density: 1.233 g/cm³
• LogP: -0.12990
• Storage Temp.: Refrigerator
• Solubility.: Soluble in chloroform, dichloromethane, ethanol, ethyl acetate,
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 204.09977361
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2,3-O-isopropylidene-b-D-ribofuranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(OC(C2O1)OC)CO)C
• Uses: Methyl 2,3-O-isopropylidene-beta-D-ribofuranoside is used for the manufacture of fine chemicals, and Industrial use resulting in manufacture of intermediates.

Technology Process of (4-Methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl)methanol

There total 82 articles about (4-Methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl)methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methanol (67-56-1) + 2,3-O-isopropylidene-D-ribofuranose (67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1) → ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol (4099-85-8,828937-29-7)

Guidance literature:

In acetone; at 20 ℃; for 16h;

Reference yield: 98.0%

(2R,3R,4R,5R)-2-benzyloxymethyl-3,4-isopropylidenedioxy-5-methoxytetrahydrofuran (33019-63-5) → ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol (4099-85-8,828937-29-7)

Guidance literature:

With cyclohexene; palladium dihydroxide; In ethanol; for 2h; Heating;

DOI:10.1055/s-1981-29467

Reference yield: 98.0%

methyl 5-O-(tetrahydrofuran-2-yl)-(2,3-O-methylethylidene)-β-D-ribofuranoside (1236149-25-9) → ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol (4099-85-8,828937-29-7)

Guidance literature:

methyl 5-O-(tetrahydrofuran-2-yl)-(2,3-O-methylethylidene)-β-D-ribofuranoside; With aluminium(III) triflate; In methanol; at 20 - 25 ℃; for 2h; Inert atmosphere;

With water; sodium hydrogencarbonate; In methanol; dichloromethane; at 20 - 25 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.04.053

upstream raw materials:

D-ribose

2,2-dimethoxy-propane

acetone

1-O-methyl-2,3-O-isopropylidene-5-bromo-5-deoxy-β-D-ribofuranoside

Downstream raw materials:

N⁴-Benzoyl-1-(2,3-O-isopropylidene-α-D-ribofuranosyl)-cytosine

4-N-benzoyl-2',3'-O-isopropylidenecytidine

1-O-methyl-5-O-benzyl-2,3-O-isopropylidene-D-ribofuranoside

(4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde

Refernces

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• 2、 Reist et al.. "-". . p. 2821,2826. Retrieved 1961.
• 3、 Kotick,Leland. "-". . p. 299,303. Retrieved 1976.
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• 5、 Ma, Tian-Yi,Liu, Lei,Deng, Qing-Fang,Lin, Xiu-Zhen,Yuan, Zhong-Yong. "Increasing the H+ exchange capacity of porous titanium phosphonate materials by protecting defective P-OH groups". . p. 6015 - 6017. Retrieved 2011.
• 6、 Ahmed, Ajaz,Ahmed, Qazi Naveed,Mukherjee, Debaraj. "Conversion of: N- acyl amidines to amidoximes: A convenient synthetic approach to molnupiravir (EIDD-2801) from ribose". . p. 36143 - 36147. Retrieved 2021/12/04.
• 7、 Jopp, Stefan,Komabayashi, Mirai,Stiller, Tanja. "Structure-property relationships of ribose based ionic liquids". . . Retrieved 2021/01/11.