1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose

Base Information

• Chemical Name: 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose
• CAS No.: 2595-05-3
• Molecular Formula: C7H9N3O2
• Molecular Weight: 260.287
• Hs Code.: 29400090
• Nikkaji Number: J119.261B
• Mol file: 2595-05-3.mol

Synonyms:1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose;2595-05-3;(3aR,5S,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol;1,2,5,6-di-o-isopropylidene-alpha-d-allofuranose;MFCD00135634;alpha-d-Allofuranose, 1,2:5,6-bis-O-(1-methylethylidene)-;(3aR,5S,6R,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol;SCHEMBL210131;KEJGAYKWRDILTF-VVULQXIFSA-N;AKOS015919940;AKOS015924840;AM84846;CS-W008335;DS-0805;D2265;F12145;1-O,2-O:5-O,6-O-Diisopropylidene-alpha-D-allofuranose;1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose, 98%;(3aR,5S,6R,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-6-ol;(3aR,5S,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol

Chemical Property of 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose

Chemical Property:

• Vapor Pressure: 9.94E-07mmHg at 25°C
• Melting Point: 73-77oC
• Refractive Index: 36.5 ° (C=1, CHCl3)
• Boiling Point: 362.753 °C at 760 mmHg
• PKA: 13.15±0.60(Predicted)
• Flash Point: 173.187 °C
• PSA: 66.38000
• Density: 1.214 g/cm³
• LogP: 0.37520
• Storage Temp.: 2-8°C
• Solubility.: almost transparency in Toluene
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 260.12598835
• Heavy Atom Count: 18
• Complexity: 342

Purity/Quality:

99% ^*data from raw suppliers

1,2:5,6-Di-O-isopropylidene-a-D-allofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(OCC(O1)C2C(C3C(O2)OC(O3)(C)C)O)C
• Isomeric SMILES: CC1(OC[C@@H](O1)[C@@H]2[C@H]([C@@H]3[C@H](O2)OC(O3)(C)C)O)C
• Uses: Protected α-D-Allofuranose

Technology Process of 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose

There total 34 articles about 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose 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%

3-O-acetyl-1,2,5,6-di-isopropylidene-α-D-glucofuranose (29586-98-9) → 1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose (582-52-5,2595-05-3,10368-86-2,13100-30-6,14686-89-6,23262-79-5,26597-74-0,26623-15-4,38166-58-4,38166-60-8,79943-22-9,83730-28-3) + acetic acid methyl ester (79-20-9)

Guidance literature:

With n-butylstannoic acid; In methanol; at 65.4 ℃; for 2h;

DOI:10.1016/S0040-4039(98)00241-X

Reference yield: 100.0%

2,2,2-Trichloro-acetimidic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester → Diacetone D-glucose (2595-05-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; for 2h; Ambient temperature;

DOI:10.1055/s-1999-2736

Reference yield: 96.0%

1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose (2847-00-9) → Diacetone D-glucose (2595-05-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 2h;

DOI:10.1055/s-2004-834890

upstream raw materials:

L-glucose

acetone

1,2-O-isopropylidene-α-L-glucofuranose

(2S,3S,4S)-6-Nitro-hexane-1,2,3,4,5-pentaol

Downstream raw materials:

2,3,4,6-tetra-O-benzyl-D-glucopyranose

1,2:5,6-di-O-isopropylidene-O-acetyl-D-glucofuranose

Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-[(3aS,5S,6R,6aS)-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-2-ylmethyl ester

Acetic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(3aS,5S,6R,6aS)-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-2-ylmethyl ester

Refernces

• 1、 Srinivas,Sunitha,Karthik,Nikitha,Raju,Ravinder,Anusha,Rajasri,Swapna,Swaroopa,Srinivas,Vasumathi Reddy. "Synthesis and In Vitro Study of Hybrid Heterocyclic's as Potential Nematicidal Agents". . p. 3250 - 3257. Retrieved 2017.
• 2、 Yeh, Yu-Cheng,Kim, Hak Joong,Liu, Hung-Wen. "Mechanistic Investigation of 1,2-Diol Dehydration of Paromamine Catalyzed by the Radical S-Adenosyl- l -methionine Enzyme AprD4". supporting information. p. 5038 - 5043. Retrieved 2021/05/04.
• 3、 -. "GLUCOSIDE MONOMER, POLYMERIZATION COMPOSITION COMPRISING THE SAME AND HYDROGEL LENS USING THE SAME". Paragraph 0124-0130. . Retrieved 2019/08/22.