TRI-O-ACETYL-D-[2-13C]GLUCAL

Base Information

• Chemical Name: TRI-O-ACETYL-D-[2-13C]GLUCAL
• CAS No.: 478529-36-1
• Molecular Formula: C₁₂H₁₆O₇
• Molecular Weight: 278.189
• Mol file: 478529-36-1.mol

Synonyms:

Chemical Property of TRI-O-ACETYL-D-[2-13C]GLUCAL

Chemical Property:

• PSA: 88.13000
• LogP: 0.32540

Purity/Quality:

95% ^*data from raw suppliers

Tri-O-acetyl-D-[2-13C]glucal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TRI-O-ACETYL-D-[2-13C]GLUCAL

There total 1 articles about TRI-O-ACETYL-D-[2-13C]GLUCAL 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:

[glucose-U-(13)C6]-1,2,3,4,6-penta-O-acetyl-α/β-D-glucopyranose (299172-50-2) → 3,4,6-tri-O-acetyl-D-(U-13C)glucal (153362-93-7,478529-35-0,478529-37-2,478529-36-1)

Guidance literature:

[glucose-U-(13)C6]-1,2,3,4,6-penta-O-acetyl-α/β-D-glucopyranose; With hydrogen bromide; acetic acid; In dichloromethane; at 0 - 20 ℃; for 6h;

With copper(II) sulfate; acetic acid; zinc; sodium acetate; In water; ethyl acetate; at 0 - 20 ℃; for 2h;

DOI:10.1002/mrc.1364

Reference yield:

3,4,6-tri-O-acetyl-D-(U-13C)glucal (153362-93-7,478529-35-0,478529-37-2,478529-36-1) → 1,6-anhydro-2-benzyl(15N)amino-2-deoxy-4-O-(2-naphthylmethyl)-D-(U-13C)glucopyranose

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / water; methanol / 3 h / 20 °C

2.1: bis(tri-n-butyltin)oxide / acetonitrile / 3 h / Molecular sieve; Reflux

2.2: 18 h / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / -15 - 20 °C

4.1: scandium tris(trifluoromethanesulfonate) / dichloromethane / 18 h / 55 °C

With sodium hydride; triethylamine; bis(tri-n-butyltin)oxide; scandium tris(trifluoromethanesulfonate); In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;

DOI:10.1002/anie.201612518

Reference yield:

3,4,6-tri-O-acetyl-D-(U-13C)glucal (153362-93-7,478529-35-0,478529-37-2,478529-36-1) → 4-methylphenyl 2-(1-15N)azido-3-O-(4-bromobenzyl)-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-(U-13C)glucopyranoside + C25(13)C6H30BrN2(15)NO4S

Guidance literature:

Multi-step reaction with 8 steps

1.1: triethylamine / water; methanol / 3 h / 20 °C

2.1: bis(tri-n-butyltin)oxide / acetonitrile / 3 h / Molecular sieve; Reflux

2.2: 18 h / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / -15 - 20 °C

4.1: scandium tris(trifluoromethanesulfonate) / dichloromethane / 18 h / 55 °C

5.1: di-isopropyl azodicarboxylate / toluene / 18 h / Reflux

6.1: copper(ll) sulfate pentahydrate; triethylamine; triflic azide / methanol / 18 h / 0 - 20 °C

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 6 h / 0 - 20 °C

8.1: zinc(II) iodide / dichloromethane / 18 h / 0 - 20 °C

With copper(ll) sulfate pentahydrate; di-isopropyl azodicarboxylate; triflic azide; sodium hydride; triethylamine; bis(tri-n-butyltin)oxide; zinc(II) iodide; scandium tris(trifluoromethanesulfonate); In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;

DOI:10.1002/anie.201612518

upstream raw materials:

[glucose-U-(13)C6]-1,2,3,4,6-penta-O-acetyl-α/β-D-glucopyranose