1,6-Anhydro-2,3-O-isopropylidene-beta-D-mannopyranose

Base Information

• Chemical Name: 1,6-Anhydro-2,3-O-isopropylidene-beta-D-mannopyranose
• CAS No.: 14440-51-8
• Molecular Formula: C9H14O5
• Molecular Weight: 202.207
• Hs Code.: 29329990
• Nikkaji Number: J81.772D
• Mol file: 14440-51-8.mol

Synonyms:1,6-Anhydro-2,3-O-isopropylidene-beta-D-mannopyranose;14440-51-8;(1R,2S,6S,7R,8R)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.02,6]undecan-7-ol;SCHEMBL1129733;F81503;W-201263;1,6-Anhydro-2,3-O-isopropylidene- beta -D-mannopyranose

Chemical Property of 1,6-Anhydro-2,3-O-isopropylidene-beta-D-mannopyranose

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 127-130 °C (lit.)
• Refractive Index: 1.495
• Boiling Point: 337.275 °C at 760 mmHg
• PKA: 13.25±0.40(Predicted)
• Flash Point: 157.778 °C
• PSA: 57.15000
• Density: 1.29 g/cm³
• LogP: -0.37750
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate, Methanol (Slightly), Water (Sparingly, Hea
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 202.08412354
• Heavy Atom Count: 14
• Complexity: 254

Purity/Quality:

98%Min ^*data from raw suppliers

1,6-Anhydro-2,3-O-isopropylidene-b-D-mannopyranose ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(C3COC(C2O1)O3)O)C
• Isomeric SMILES: CC1(O[C@H]2[C@@H]([C@H]3CO[C@@H]([C@H]2O1)O3)O)C

Technology Process of 1,6-Anhydro-2,3-O-isopropylidene-beta-D-mannopyranose

There total 23 articles about 1,6-Anhydro-2,3-O-isopropylidene-beta-D-mannopyranose 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: 70.0%

2,3-O-Isopropylidene-4-O-t-butyldimethylsilyl-1,6-anhydro-β-D-mannopyranose (150161-01-6) → 1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose (14440-51-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.166667h;

DOI:10.1016/0008-6215(93)84078-K

Reference yield: 35.0%

2,3-O-Isopropylidene-5-O-tert-butyldimethylsilyl-6-O-(p-tolylsulfonyl)-D-mannofuranose → 1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose (14440-51-8) + 2,3-O-Isopropylidene-4-O-t-butyldimethylsilyl-1,6-anhydro-β-D-mannopyranose (150161-01-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;

DOI:10.1016/0008-6215(93)84078-K

Reference yield: 5.0%

D-mannan + 2,2-dimethoxy-propane (77-76-9) → 1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose (14440-51-8)

Guidance literature:

D-mannan; Heating;

2,2-dimethoxy-propane; With copper(II) sulfate; In acetone; for 6h; Heating;

DOI:10.1016/j.carres.2006.11.003

upstream raw materials:

2,3-O-Isopropylidene-4-O-t-butyldimethylsilyl-1,6-anhydro-β-D-mannopyranose

2,2-dimethoxy-propane

mannosan

acetone

Downstream raw materials:

4-O-(6-O-Acetyl-2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-1,6-anhydro-2,3-O-isopropyliden-β-D-mannopyranose

(-)-1,6-anhydro-4-O-benzoyl-2,3-isopropylidene-β-D-mannopyranose

1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2,3-O-isopropylidene-β-D-mannopyranose

(1R,2S,6S,7R,8R)-4,4-Dimethyl-7-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,5,10,11-tetraoxa-tricyclo[6.2.1.0^2,6]undecane

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