Methyl 2,3,4-tri-O-acetyl-6-deoxyhexopyranoside

Base Information

• Chemical Name: Methyl 2,3,4-tri-O-acetyl-6-deoxyhexopyranoside
• CAS No.: 6340-57-4
• Molecular Formula: C13H20O8
• Molecular Weight: 304.297
• NSC Number: 403469,51249
• DSSTox Substance ID: DTXSID90950969

Synonyms:28251-53-8;Methyl 2,3,4-tri-O-acetyl-6-deoxyhexopyranoside;NSC51249;6340-57-4;Methyl 2,3,4-tri-O-acetyl-6-deoxyhexopyranoside #;SCHEMBL21575613;DTXSID90950969;RTVWBDNQHISFHI-UHFFFAOYSA-N;NSC-51249;NSC403469;NSC-403469;1-Methyl .alpha.-l-rhamnoside triacetate

Chemical Property of Methyl 2,3,4-tri-O-acetyl-6-deoxyhexopyranoside

Chemical Property:

• Vapor Pressure: 8.07E-05mmHg at 25°C
• Boiling Point: 341.4°Cat760mmHg
• Flash Point: 146.2°C
• Density: 1.21g/cm³
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 304.11581759
• Heavy Atom Count: 21
• Complexity: 407

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of Methyl 2,3,4-tri-O-acetyl-6-deoxyhexopyranoside

There total 38 articles about Methyl 2,3,4-tri-O-acetyl-6-deoxyhexopyranoside 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:

(+/-)fucal (91926-30-6) → methyl 2,3,4-tri-O-acetyl-6-deoxy-α-DL-galactopyranoside (2592-54-3,6340-57-4,15830-76-9,19940-17-1,24332-97-6,24333-02-6,28251-53-8,31085-67-3,33947-13-6,34299-64-4,38659-32-4,38659-34-6,43139-93-1,52290-45-6,53577-82-5,53942-13-5,57783-35-4,57783-37-6,57783-39-8,57783-41-2,57783-43-4,58475-42-6,58475-43-7,62130-61-4,62130-62-5,64701-98-0,67576-78-7,73036-21-2,73036-23-4,73136-68-2,102517-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / triethylamine / 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

2: 1.) m-chloroperbenzoic acid (80percent); 2.) triethylamine / 2.) 4-(dimethylamino)pyridine / 1.) methanol, 24 h; 2.) dichloromethane

With triethylamine; 3-chloro-benzenecarboperoxoic acid; dmap; In dichloromethane;

DOI:10.1021/ja00291a028

Reference yield:

(+/-)-4-O-benzoylfucal (91861-12-0) → methyl 2,3,4-tri-O-acetyl-6-deoxy-α-DL-galactopyranoside (2592-54-3,6340-57-4,15830-76-9,19940-17-1,24332-97-6,24333-02-6,28251-53-8,31085-67-3,33947-13-6,34299-64-4,38659-32-4,38659-34-6,43139-93-1,52290-45-6,53577-82-5,53942-13-5,57783-35-4,57783-37-6,57783-39-8,57783-41-2,57783-43-4,58475-42-6,58475-43-7,62130-61-4,62130-62-5,64701-98-0,67576-78-7,73036-21-2,73036-23-4,73136-68-2,102517-76-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / potassium carbonate / methanol / 3 h / Ambient temperature

2: 95 percent / triethylamine / 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

3: 1.) m-chloroperbenzoic acid (80percent); 2.) triethylamine / 2.) 4-(dimethylamino)pyridine / 1.) methanol, 24 h; 2.) dichloromethane

With potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; dmap; In methanol; dichloromethane;

DOI:10.1021/ja00291a028

Reference yield:

(+/-)-cis-2-methyl-3-(benzoyloxy)-2,3-dihydropyrone (91861-10-8) → methyl 2,3,4-tri-O-acetyl-6-deoxy-α-DL-galactopyranoside (2592-54-3,6340-57-4,15830-76-9,19940-17-1,24332-97-6,24333-02-6,28251-53-8,31085-67-3,33947-13-6,34299-64-4,38659-32-4,38659-34-6,43139-93-1,52290-45-6,53577-82-5,53942-13-5,57783-35-4,57783-37-6,57783-39-8,57783-41-2,57783-43-4,58475-42-6,58475-43-7,62130-61-4,62130-62-5,64701-98-0,67576-78-7,73036-21-2,73036-23-4,73136-68-2,102517-76-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / sodium borohydride (NaBH₄), cerium(III) chloride (CeCl₃) / methanol; ethanol / 2 h / -78 °C

2: 90 percent / potassium carbonate / methanol / 3 h / Ambient temperature

3: 95 percent / triethylamine / 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

4: 1.) m-chloroperbenzoic acid (80percent); 2.) triethylamine / 2.) 4-(dimethylamino)pyridine / 1.) methanol, 24 h; 2.) dichloromethane

With sodium tetrahydroborate; cerium(III) chloride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; dmap; In methanol; ethanol; dichloromethane;

DOI:10.1021/ja00291a028

upstream raw materials:

methanol

tri-O-acetyl-6-deoxy-α-D-glucopyranosyl chloride

2,3,4-tri-O-acetyl-6-deoxy-α-D-glucopyranosyl bromide

acetic anhydride

Downstream raw materials:

methyl-6-desoxy-β-D-glucopyranoside

(2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-2-methoxy-6-methyltetrahydro-2H-pyran

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 6340-57-4 methyl 2,3,4-tri-O-acetyl-6-deoxyhexopyranoside

Send

Send

Metric Ton KG G Pound L ML

Send

Send