Alpha-d-xylopyranose

Base Information

• Chemical Name: Alpha-d-xylopyranose
• CAS No.: 6763-34-4
• Deprecated CAS: 31178-70-8,67528-45-4
• Molecular Formula: C5H10O5
• Molecular Weight: 150.131
• Hs Code.: 2940000000
• UNII: C791ZE5K1W
• DSSTox Substance ID: DTXSID301316752
• Nikkaji Number: J8.437I
• Wikidata: Q212774
• Metabolomics Workbench ID: 49824
• Mol file: 6763-34-4.mol

Synonyms:Alpha-d-xylopyranose;a-D-Xylopyranose;6763-34-4;alpha-D-Xylose;(2S,3R,4S,5R)-oxane-2,3,4,5-tetrol;Holzzucker;Losan;alpha-Xylopyranose (9CI);Wood sugar;130550-15-1;C791ZE5K1W;Pentopyranose #;rel-(2S,3R,4S,5R)-Tetrahydro-2H-pyran-2,3,4,5-tetraol;.alpha.-d-Xylose;XYS;alpha-xylose;MFCD20731172;alpha-xylopyranose;.ALPHA.-XYLOSE;-Xylose;bmse000026;bmse000898;D0YC4O;UNII-C791ZE5K1W;SCHEMBL345574;.ALPHA.-D-XYLOPYRANOSE;CCRIS 9027;(2S,3R,4S,5R)-tetrahydro-2H-pyran-2,3,4,5-tetraol;CHEBI:28518;XYLOPYRANOSE, .ALPHA.-D-;DTXSID301316752;tetrahydropyran-2,3,4,5-tetraol;AKOS024462556;DB03389;DS-17846;LS-186449;LS-187350;CS-0018338;EN300-95483;A14536;C01394;C02205;D70642;D85124;alpha-D-xylose;D-xylose;xylose;XYLOPYRANOSE;Q212774;(2S,3R,4S,5R)-tetrahydropyran-2,3,4,5-tetrol;WURCS=2.0/1,1,0/[a212h-1a_1-5]/1/;Z1270381574;53A5B1A2-9576-4133-B5C5-F31D97E015B3;alpha-D-xylopyranose (closed ring structure, complete stereochemistry)

Chemical Property of Alpha-d-xylopyranose

Chemical Property:

• Melting Point: 148-153 °C
• Boiling Point: 415.5 °C at 760 mmHg
• PKA: 12.14(at 18℃)
• Flash Point: 219.2 °C
• PSA: 97.99000
• Density: 1.508 g/cm³
• LogP: -2.73970
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 150.05282342
• Heavy Atom Count: 10
• Complexity: 117

Purity/Quality:

99% ^*data from raw suppliers

D-Xylopyranose ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C(O1)O)O)O)O
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@H](O1)O)O)O)O
• Uses: α-?D-?Xylopyranose is a precursor of D-?xylonic acid. it has a role as an algal metabolite.

Technology Process of Alpha-d-xylopyranose

There total 733 articles about Alpha-d-xylopyranose 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:

p-nitrophenyl β-D-xylopyranoside (2001-96-9) → D-xylose (6763-34-4) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0)

Guidance literature:

With water; at 45 ℃; for 0.166667h; Mechanism; Rate constant; Thermodynamic data; β-xylosidase from Malbranchea pulchella var. sulfurea No.48; different reaction conditions; ?, E, ΔH(excit.), ΔS(excit.);

Reference yield:

(4R)-p-menth-1-ene-7,8-diol 7-O-[β-D-xylopyranosyl-(1->6)-β-D-glucopyranosyl] ester → D-xylose (6763-34-4) + β-D-glucose (492-61-5)

Guidance literature:

(4R)-p-menth-1-ene-7,8-diol 7-O-[β-D-xylopyranosyl-(1->6)-β-D-glucopyranosyl] ester; With hydrogenchloride; water; In 1,4-dioxane; at 110 ℃; for 4h;

With pyridine; at 60 ℃; for 0.0833333h;

DOI:10.1016/j.bmcl.2011.03.091

Reference yield:

(22S,25S)-26-O-β-D-glucopyranosyl-22,25-epoxy-furost-5-ene-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranoside + 1-(Trimethylsilyl)imidazole (18156-74-6) → D-xylose (6763-34-4) + alpha-D-glucopyranose (492-62-6) + 1,2,3,4,6-penta-O-trimethylsilyl-α-D-glucopyranose (1769-00-2,2775-90-8,3327-61-5,3411-25-4,19126-99-9,24707-99-1,24708-00-7,32166-80-6,32166-97-5,55057-23-3,55057-24-4,55057-25-5,55057-26-6,55521-15-8,55529-69-6,55529-70-9,122798-09-8,122798-11-2,122798-15-6,122798-16-7,122798-18-9,122798-19-0,143729-45-7) + 1,2,3,4-tetrakis-O-(trimethylsilyl)-α-D-xylopyranose (18622-98-5,18623-23-9,18623-24-0,18623-27-3,18771-81-8,20585-61-9,32166-72-6,32166-73-7,55555-45-8,56271-64-8,56271-65-9,56271-66-0,56271-67-1,56271-70-6,94942-10-6,14251-20-8) + 1,2,3,4-tetra-O-trimethysilyl-α-L-rhamnose (6778-50-3,32727-30-3,32727-31-4,55057-19-7,55057-20-0,55057-22-2,108392-01-4,55057-21-1) + L-rhamnose (6014-42-2)

Guidance literature:

(22S,25S)-26-O-β-D-glucopyranosyl-22,25-epoxy-furost-5-ene-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranoside; With hydrogenchloride; In water; at 90 ℃; for 3h;

1-(Trimethylsilyl)imidazole; In pyridine; at 50 ℃; for 0.5h;

DOI:10.1248/cpb.c16-00337

upstream raw materials:

diazomethane

3-O-β-D-galactopyranosyl-(1->2)-<β-D-xylopyranosyl-(1->3)>-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-apiofuranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-<β-D-glucopyranosyl-(1->3)>-α-L-rhamnopyranosyl-(1->2)-β-D-fucopyranoside.

methanol

D-(+)-xylobiose

Downstream raw materials:

methyl xyloside

methyl-β-D-xylopyranoside

methyl-α-D-xylopyranoside

5-deoxy-1,2-O-isopropylidene-α-D-xylohexofuranose

Refernces

• 1、 Jiang, Pei-Jing,Lu, Mei-Jiao,Xi, Yi-Yuan,Chen, Jun,Zheng, Ju-Jia,Xu, Xiang-Wei. "New flavonoid glycosides from Xanthium strumarium with their protein tyrosine phosphatase 1B inhibitory activity". . p. 45 - 51. Retrieved 2021/01/25.
• 2、 Inoue, Naoki,Konno, Takuya,Manse, Yoshiaki,Morikawa, Toshio,Muraoka, Osamu,Nagatomo, Akifumi,Ninomiya, Kiyofumi,Sakamoto, Chinatsu,Shibasaka, Aya,Sone, Mayuko,Xu, Yin,Yoshikawa, Masayuki. "Ursane-type triterpene oligoglycosides with anti-hepatosteatosis and anti-hyperlipidemic activity from the leaves of Ilex paraguariensis A. St.-Hil.". . . Retrieved 2022/03/19.