Sorbose, L-

Base Information

• Chemical Name: Sorbose, L-
• CAS No.: 139686-85-4
• Molecular Formula: C6H12O6
• Molecular Weight: 180.158
• NSC Number: 97195
• DSSTox Substance ID: DTXSID50859146
• Nikkaji Number: J3.399.668C
• Wikidata: Q104937092
• Metabolomics Workbench ID: 128765
• ChEMBL ID: CHEMBL23894
• Mol file: 139686-85-4.mol

Synonyms:1,3,4,5,6-pentahydroxyhexan-2-one;Sorbose, L-;Hex-2-ulose;139686-85-4;L-Sorbinose;CHEBI:27922;L-xylo-2-Hexulose;L(-)-Sorbose;xylo-Hexulose;D-ribo-2-ketohexose;Tagatose, D- (8CI);hexulose;Naturalose;Spherix;EINECS 208-999-7;NSC-97195;NCGC00160604-01;L-1,3,4,5,6-Pentahydroxyhexan-2-one;D(-)-Tagatose;Hex-2-ulose, L-xylo-;D01TVR;MLS001361377;CHEMBL23894;SCHEMBL815860;DTXSID50859146;HMS2232K19;HMS3372A14;NSC97195;AKOS003628599;L-1,4,5,6-Pentahydroxyhexan-2-one;CCG-214787;SB44406;SB44760;SB44844;SB44849;SB45028;SB45040;SB45282;1,3,4,5,6-Pentahydroxyhexane-2-one;NCGC00160604-02;SMR000857390;FT-0624336;FT-0624539;FT-0625617;FT-0625619;FT-0627598;FT-0628016;FT-0674146;FT-0693890;P1699;EN300-85889;377CC336-5E80-45CE-8DA4-586A79C1EA77;1-(6-fluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxylicacid

Chemical Property of Sorbose, L-

Chemical Property:

• PSA: 118.22000
• LogP: -3.37720
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(=O)CO)O)O)O)O

Technology Process of Sorbose, L-

There total 93 articles about Sorbose, L- 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: 92.0%

dihydroxyacetone (96-26-4,26776-70-5) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → D-Glyceraldehyde (453-17-8,367-47-5,26793-98-6) + L-fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8)

Guidance literature:

With E_. coli BL₂₁ (DE₃) cells harboring pETDRhaD aldolase; sodium borate buffer; In water; toluene; at 37 ℃; for 16h; pH=7.6;

DOI:10.1002/adsc.200600356

Reference yield: 20.0%

methanol (67-56-1) + cellulose (9004-34-6) → levulinic acid methyl ester (624-45-3) + fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + methyl-alpha-D-glucopyranoside (97-30-3)

Guidance literature:

With toluene-4-sulfonic acid; at 180 ℃; for 5h; under 3750.38 Torr; Autoclave; Inert atmosphere;

DOI:10.1039/c0gc00715c

Reference yield:

dihydroxyacetone (96-26-4,26776-70-5) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → DL-dendroketose (470-14-4) + fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + sorbose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + lyxo-2-hexulose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + ribo-2-hexulose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8)

Guidance literature:

sodium hydroxide; In water; at 25 ℃; for 1h; Product distribution; further catalysts;

DOI:10.1016/S0008-6215(00)84860-0

upstream raw materials:

fructose

Penta-O-acetyl-keto-L-fructose

dihydroxyacetone phosphate

(S)-glyceraldehyde

Downstream raw materials:

fructose

1,2:4,5-di-O-isopropylidene-β-L-fructopyranose

1,3,4,6-tetra-O-benzoyl-α-L-fructofuranosyl acetate

C₃₄H₂₈O₁₀