Methyl alpha-D-xylopyranoside

Base Information

• Chemical Name: Methyl alpha-D-xylopyranoside
• CAS No.: 91-09-8
• Deprecated CAS: 31394-51-1
• Molecular Formula: C6H12O5
• Molecular Weight: 164.158
• Hs Code.: 29389090
• European Community (EC) Number: 202-040-6
• DSSTox Substance ID: DTXSID60883270
• Nikkaji Number: J150.778H
• Wikidata: Q82862353
• ChEMBL ID: CHEMBL443623
• Mol file: 91-09-8.mol

Synonyms:91-09-8;Methyl alpha-D-xylopyranoside;(2S,3R,4S,5R)-2-methoxyoxane-3,4,5-triol;alpha-D-Xylopyranoside, methyl;.alpha.-D-Xylopyranoside, methyl;Methyl a-D-xylopyranoside;(2S,3R,4S,5R)-2-Methoxytetrahydro-2H-pyran-3,4,5-triol;EINECS 202-040-6;1-O-METHYL-ALPHA-D-XYLOPYRANOSIDE;methyl -d-xylopyranoside;alpha-Methyl-D-Xyloside;Methyl-I+/--D-xylosid;methyl-alpha-D-xylopyranosid;.alpha.-D-Xyloside, methyl;SCHEMBL560958;Methyl alpha -D-xylopyranoside;1-O-Methyl-a-D-xylopyranoside;CHEMBL443623;Xyloside, methyl, .alpha.-D-;DTXSID60883270;MFCD00053593;AKOS006274088;1-O-Methyl-alpha-D-xylopyranoside,98%;CS-15482;CS-0035287;C13537

Chemical Property of Methyl alpha-D-xylopyranoside

Chemical Property:

• Boiling Point: 314oC at 760 mmHg
• Flash Point: 143.7℃
• PSA: 79.15000
• Density: 1.4
• LogP: -1.92820
• Water Solubility.: Soluble in water
• XLogP3: -2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 164.06847348
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99%, ^*data from raw suppliers

Methyl a-D-xylopyranoside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C(CO1)O)O)O
• Isomeric SMILES: CO[C@@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O

Technology Process of Methyl alpha-D-xylopyranoside

There total 135 articles about Methyl alpha-D-xylopyranoside 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: 48.0%

methanol (67-56-1) + D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) → methyl xyloside (91-09-8,612-05-5,1825-00-9,2500-78-9,3867-83-2,3945-28-6,5328-63-2,6206-67-3,6207-01-8,6207-03-0,7404-24-2,17289-61-1,18449-76-8,33509-64-7,36793-06-3,41897-31-8,41897-32-9,41897-33-0,41897-34-1,41897-37-4,41897-38-5,41897-39-6,53448-52-5,65137-86-2,89615-04-3,89615-05-4,131233-91-5,14703-09-4) + 2,2-dimethoxyethanol (30934-97-5) + methyl lactate (547-64-8,2155-30-8)

Guidance literature:

With Ti-beta zeolite; at 160 ℃; for 2h; Microwave irradiation;

DOI:10.1039/c6ra26708d

Reference yield: 42.0%

methanol (67-56-1) + D-xylose (58-86-6) → methyl-β-D-xylopyranoside (612-05-5) + methyl-α-D-xylopyranoside (91-09-8)

Guidance literature:

With Dowex-50W X-8H⁺-400; for 10h; Heating;

DOI:10.1021/ol049389b

Reference yield: 15.0%

(1S,3R,4R,6R,7S,10R)-7-Allyloxy-10-hydroxy-3,4-dimethoxy-3,4-dimethyl-2,5,8-trioxabicyclo[4.4.0]decane (201043-05-2) → allyl α-D-xylopyranoside (140420-69-5) + allyl 3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside (201043-07-4) + methyl-β-D-xylopyranoside (612-05-5) + methyl-α-D-xylopyranoside (91-09-8)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; for 168h; Yields of byproduct given; Heating;

upstream raw materials:

methanol

barium methoxide

D-xylose

D-Xylose

Downstream raw materials:

methyl tri-O-benzoyl-α-D-arabinopyranoside

methyl-(O³,O⁴-isopropyliden-α-D-arabinopyranoside)

methyl-(O²,O³-((S)-benzylidene]-β-D-ribofuranoside)

methyl 2,3,4-tri-O-benzoyl-β-D-ribopyranoside

Refernces

• 1、 Jennings. "-". . p. 2799,2803. Retrieved 1968.
• 2、 Aronow, Jonas,Stanetty, Christian,Baxendale, Ian R.,Mihovilovic, Marko D.. "Methyl glycosides via Fischer glycosylation: translation from batch microwave to continuous flow processing". . p. 11 - 19. Retrieved 2018/11/27.
• 3、 -. "TRITERPENE SAPONIN SYNTHESIS, INTERMEDIATES AND ADJUVANT COMBINATIONS". Page/Page column 82; 83; 84. . Retrieved 2018/11/10.