1,5-Anhydro-L-glucitol

Base Information

• Chemical Name: 1,5-Anhydro-L-glucitol
• CAS No.: 141434-71-1
• Molecular Formula: C6H12 O5
• Molecular Weight: 164.158
• UNII: A2V5Y9XXP2
• Nikkaji Number: J1.026.423E
• Mol file: 141434-71-1.mol

Synonyms:1,5-ANHYDRO-L-GLUCITOL;141434-71-1;A2V5Y9XXP2;L-Glucitol, 1,5-anhydro-;UNII-A2V5Y9XXP2;(2S,3R,4S,5R)-2-(Hydroxymethyl)oxane-3,4,5-triol;1-Deoxy-L-glucopyranose;SCHEMBL5228713;AKOS006291283

Chemical Property of 1,5-Anhydro-L-glucitol

Chemical Property:

• PSA: 90.15000
• LogP: -2.53980
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 164.06847348
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

1,5-ANHYDRO-L-GLUCITOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O

Technology Process of 1,5-Anhydro-L-glucitol

There total 10 articles about 1,5-Anhydro-L-glucitol 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: 95.0%

tetra-O-acetyl-1,5-anhydro-L-glucitol (912847-92-8) → 1,5-anhydro-L-glucitol (141434-71-1,53319-04-3)

Guidance literature:

With sodium methylate; In methanol; at 45 ℃; for 0.333333h;

DOI:10.1016/j.bmc.2006.05.068

Reference yield: 90.0%

(2R,3R,4S,5R)-3,4,5-Trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester (84109-50-2) → 1,5-anhydro-L-glucitol (141434-71-1,53319-04-3)

Guidance literature:

With sodium tetrahydroborate; cation-exchange resin; In water; at 5 ℃; for 12h;

DOI:10.1016/S0008-6215(98)00195-5

Reference yield: 25.0%

D-Galactose (59-23-4) → D-galactitol (608-66-2) + 1,4-anhydro-D-sorbitol (7726-97-8,10334-28-8,20662-31-1,22554-76-3,22554-77-4,22554-79-6,27299-12-3,28218-56-6,32742-35-1,40026-08-2,51196-40-8,51607-77-3,53648-56-9,96243-58-2,124379-08-4,124379-13-1) + (3R,4R,5S)-2-Hydroxymethyl-tetrahydro-pyran-3,4,5-triol (154-58-5,492-93-3,3971-48-0,13035-38-6,13035-39-7,27518-98-5,40026-07-1,51607-74-0,51607-75-1,52485-66-2,55700-15-7,71698-89-0,84774-01-6,141434-71-1,53319-04-3)

Guidance literature:

With sodium dicyanodihydridoborate; In trifluoroacetic acid; at 100 ℃; for 40h;

DOI:10.1016/0008-6215(88)84066-7

upstream raw materials:

(2R,3R,4S,5R)-3,4,5-Trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

tetra-O-acetyl-1,5-anhydro-L-glucitol

2,3,4,6-tetra-O-acetyl-α-L-glucopyranosyl bromide

α/β‐L‐glucopyranosyl‐1,2,3,4,5‐pentaacetate

Downstream raw materials:

1,5-anhydro-2,3,4,6-tetra-O-benzyl-L-glucitol

2,6-anhydro-3,4,5-tri-O-benzyl-D-glucose

1,5-anhydro-2,3,4-tri-O-benzyl-L-glucitol

2-((2,3,4-tri-O-benzyl-β-D-xylopyranosyl)methyl)naphthalene

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