ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-β-D-glucopyranoside
• CAS No.: 216859-55-1
• Molecular Formula: C₄₃H₄₇NO₇S₂
• Molecular Weight: 753.981
• Mol file: 216859-55-1.mol

Synonyms:ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-β-D-glucopyranoside

Chemical Property of ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-β-D-glucopyranoside

There total 2 articles about ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-β-D-glucopyranoside 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: 87.0%

1-deoxy-1-(S-ethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (74666-83-4,105990-37-2,125354-46-3,125354-47-4,125411-99-6,108739-67-9) + chloroamine-T (127-65-1) → ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-β-D-glucopyranoside (216859-55-1)

Guidance literature:

With Aliquat 336; In dichloromethane; for 2.5h; Ambient temperature;

DOI:10.1016/S0040-4039(98)01837-1

Reference yield:

1-deoxy-1-(S-ethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (74666-83-4,105990-37-2,125354-46-3,125354-47-4,125411-99-6,108739-67-9) + chloroamine-T (127-65-1) → ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-β-D-glucopyranoside (216859-55-1) + ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-α-D-glucopyranoside

Guidance literature:

With Aliquat 336; In dichloromethane; at 20 ℃; for 4h; Title compound not separated from byproducts.;

DOI:10.1002/1099-0690(20021)2002:1<171::AID-EJOC171>3.0.CO;2-7

Reference yield: 100.0%

ethyl 2,3,4,6-tetra-O-benzyl-S-(N-tosylimino)-1-thio-β-D-glucopyranoside (216859-55-1) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-5-((((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran (173395-55-6)

Guidance literature:

With molecular sieve; copper(II) bis(trifluoromethanesulfonate); copper(II) oxide; In acetonitrile; at 20 ℃; for 0.25h;

DOI:10.1002/1099-0690(20021)2002:1<171::AID-EJOC171>3.0.CO;2-7

upstream raw materials:

1-deoxy-1-(S-ethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

chloroamine-T

Downstream raw materials:

methyl 2,3,4,6-tetra-O-benzyl α-D-glucopyranoside

methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

isopropyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

isopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside