Methyl beta-D-xyloside

Base Information

• Chemical Name: Methyl beta-D-xyloside
• CAS No.: 18449-76-8
• Deprecated CAS: 27072-90-8,27937-21-9
• Molecular Formula: C6H12 O5
• Molecular Weight: 0
• Hs Code.: 2932999099
• NSC Number: 403453,400273,170227,126704,232024,78525,25272,1975
• DSSTox Substance ID: DTXSID60939589
• Wikidata: Q82916108
• Mol file: 18449-76-8.mol

Synonyms:alpha-methyl-beta-xyloside;beta-methyl-xyloside;methyl xylopyranoside;methyl xylopyranoside, (alpha-D)-isomer;methyl xylopyranoside, (beta-L)-isomer;methyl-D-xylopyranoside

Chemical Property of Methyl beta-D-xyloside

Chemical Property:

• Boiling Point: 314°Cat760mmHg
• Flash Point: 143.7°C
• PSA: 79.15000
• Density: 1.4g/cm³
• LogP: -1.92820
• Storage Temp.: Refrigerator
• Solubility.: Ethyl Acetate, Methanol
• 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

Methylα-D-Lyxopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C(CO1)O)O)O
• Uses: Methyl α-D-Lyxopyranoside is a derivative of D-Lyxose (L501000), a C’-2 epimer of D-Xylose (X750750).

Technology Process of Methyl beta-D-xyloside

There total 127 articles about Methyl beta-D-xyloside 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: 81.4%

methanol (67-56-1) + L-(+)-arabinose (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 β-L-arabinopyranoside (91-09-8,612-05-5,1825-00-9,2500-78-9,3867-83-2,3945-28-6,5328-63-2,6206-67-3,6207-01-8,6207-03-0,7404-24-2,14703-09-4,17289-61-1,18449-76-8,33509-64-7,36793-06-3,41897-31-8,41897-32-9,41897-33-0,41897-34-1,41897-37-4,41897-38-5,41897-39-6,53448-52-5,65137-86-2,89615-04-3,89615-05-4,131233-91-5)

Guidance literature:

With hydrogenchloride; for 6h; Reflux;

DOI:10.1080/00397911.2010.520402

Reference yield: 73.2%

methanol (67-56-1) + L-arabinose (5328-37-0) → methyl β-L-arabinopyranoside (91-09-8,612-05-5,1825-00-9,2500-78-9,3867-83-2,3945-28-6,5328-63-2,6206-67-3,6207-01-8,6207-03-0,7404-24-2,14703-09-4,17289-61-1,18449-76-8,33509-64-7,36793-06-3,41897-31-8,41897-32-9,41897-33-0,41897-34-1,41897-37-4,41897-38-5,41897-39-6,53448-52-5,65137-86-2,89615-04-3,89615-05-4,131233-91-5)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 3h;

DOI:10.1248/cpb.47.1717

Reference yield: 64.6%

methanol (67-56-1) + trigoneoside VI → methyl D-glucopyranoside (97-30-3,617-04-9,709-50-2,1824-94-8,2152-78-5,3396-99-4,6819-48-3,18469-06-2,20550-04-3,22277-65-2,29411-57-2,35437-40-2,35437-43-5,36191-11-4,36191-12-5,39598-79-3,39598-80-6,39598-89-5,51023-63-3,51223-62-2,51224-38-5,51224-39-6,51224-40-9,51224-41-0,51819-81-9,51819-82-0,51819-83-1,56688-81-4,62279-53-2,64281-79-4,64281-80-7,64912-19-2,66101-73-3,78184-90-4,84368-39-8,84368-40-1,84368-41-2,92142-37-5,93302-26-2,103421-28-9,115794-08-6,3149-68-6) + 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) + methyl L-rhamnopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8,63864-94-8) + spirosta-5,25(27)-diene-3β-ol

Guidance literature:

With hydrogenchloride; for 2.5h; Product distribution; Heating;

DOI:10.3987/COM-97-S(N)52

upstream raw materials:

2-O-(methylsulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose

methanol

dichloromethane

sodium methylate

Downstream raw materials:

methyl 3,5-O-<(4-methoxyphenyl)ethylidene>-α-D-arabinopyranoside

formic acid

methyl 2,3,4-tri-O-benzyl-α-D-lyxopyranoside

methyl 2,3-O-isopropylidene-β-D-ribopyranoside

Refernces

• 1、 Evdokimov,Frolow. "Methyl α-D-lyxopyranoside". . p. 3218 - 3219. Retrieved 1996.
• 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.