Methyl beta-L-Fucopyranoside

Base Information

• Chemical Name: Methyl beta-L-Fucopyranoside
• CAS No.: 24332-98-7
• Molecular Formula: C₇H₁₄O₅
• Molecular Weight: 178.185
• Hs Code.: 2932999099
• UNII: WW71PB1NF3
• Nikkaji Number: J383.017I
• Metabolomics Workbench ID: 147725
• ChEMBL ID: CHEMBL1234283
• Mol file: 24332-98-7.mol

Synonyms:Methyl beta-L-Fucopyranoside;24332-98-7;(2S,3S,4R,5S,6S)-2-Methoxy-6-methyltetrahydro-2H-pyran-3,4,5-triol;Methyl beta-L-fucopyranose;WW71PB1NF3;Methyl b-L-fucopyranoside;(2S,3S,4R,5S,6S)-2-methoxy-6-methyloxane-3,4,5-triol;Methyl 6-deoxy-beta-L-galactopyranoside;.beta.-L-Galactopyranoside, methyl 6-deoxy-;C7H14O5;UNII-WW71PB1NF3;Methyl-beta-L-fucopyranoside;CHEMBL1234283;SCHEMBL15121661;MFCD00069803;METHYL .BETA.-L-FUCOPYRANOSIDE;DB03194;BS-23643;beta-L-Galactopyranoside, methyl 6-deoxy-;CS-0205252;M1050;T72141;A877961;METHYL 6-DEOXY-.BETA.-L-GALACTOPYRANOSIDE;W-202013

Chemical Property of Methyl beta-L-Fucopyranoside

Chemical Property:

• Vapor Pressure: 4.59E-05mmHg at 25°C
• Melting Point: 123 °C
• Boiling Point: 312.6oC at 760 mmHg
• PKA: 13.05±0.70(Predicted)
• Flash Point: 142.9oC
• PSA: 79.15000
• Density: 1.32g/cm3
• LogP: -1.53970
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 178.08412354
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl b-L-fucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC)O)O)O
• Isomeric SMILES: C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)OC)O)O)O

Technology Process of Methyl beta-L-Fucopyranoside

There total 102 articles about Methyl beta-L-Fucopyranoside 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: 98.0%

Methyl 2,3,4-tri-O-acetyl-6-deoxy-β-L-galactopyranoside (24332-97-6) → methyl β-L-fucopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,63864-94-8,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

Reference yield: 98.0%

methanol (67-56-1) + L-rhamnose (73-34-7) → 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)

Guidance literature:

With Amberlist IR-120(H⁺); for 48h; Heating;

DOI:10.1021/jo010522c

Reference yield: 78.0%

methanol (67-56-1) + L-Rhamnose (3615-41-6,478518-52-4) → 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)

Guidance literature:

With chloro-trimethyl-silane; for 19h; Heating;

DOI:10.1021/jo702307t

upstream raw materials:

methanol

L-Fucose

6-deoxy-L-galactose

methyl-2,3-di-O-acetyl-4-O-benzoyl-6-desoxy-α-D-arabino-hex-5-enopyranoside

Downstream raw materials:

L-galacto-2,4,5-Trihydroxy-3-methoxy-hexanal

D-Fucose

Methyl 3-O-benzyl-α-L-rhamnopyranoside

methyl 3-O-benzyl-β-L-fucopyranoside

Refernces

• 1、 Shen, Zhengnan,Mobarak, Hani,Li, Wei,Widmalm, G?ran,Yu, Biao. "Synthesis of β-(1→2)-Linked 6-Deoxy- l -altropyranose Oligosaccharides via Gold(I)-Catalyzed Glycosylation of an ortho-Hexynylbenzoate Donor". . p. 3062 - 3071. Retrieved 2017/03/23.
• 2、 Polanki, Innaiah K.,Kurma, Siva H.,Bhattacharya, Asish K.. "Direct glycosylation of unprotected and unactivated sugars using bismuth nitrate pentahydrate". . p. 196 - 205. Retrieved 2015/06/08.