4-isothiocyanatobenzyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Base Information

• Chemical Name: 4-isothiocyanatobenzyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• CAS No.: 451471-21-9
• Molecular Formula: C₂₂H₂₅NO₁₀S
• Molecular Weight: 495.507
• Mol file: 451471-21-9.mol

Synonyms:4-isothiocyanatobenzyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Chemical Property of 4-isothiocyanatobenzyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-isothiocyanatobenzyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

There total 1 articles about 4-isothiocyanatobenzyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 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: 43.0%

4-isocyanatobenzylalcohol (22676-72-8) + 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate (121238-27-5) → 4-isothiocyanatobenzyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (451471-21-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1007/s007060200022

Reference yield:

3,6-dioxa-1,8-diaminooctane (929-59-9,892154-56-2) + 4-isothiocyanatobenzyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (451471-21-9) → acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[4-(3-{2-[2-(2-{3-[4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-thioureido}-ethoxy)-ethoxy]-ethyl}-thioureido)-benzyloxy]-tetrahydro-pyran-4-yl ester

Guidance literature:

In dichloromethane; Heating;

DOI:10.1007/s007060200022

Reference yield:

3,6-dioxa-1,8-diaminooctane (929-59-9,892154-56-2) + 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl isothiocyanate (93221-21-7) + 4-isothiocyanatobenzyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (451471-21-9) → Acetic acid (2S,3S,4R,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{3-[2-(2-{2-[3-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-thioureido]-ethoxy}-ethoxy)-ethyl]-thioureido}-tetrahydro-pyran-4-yl ester + Acetic acid (2R,3R,4S,5S,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(3-{2-[2-(2-{3-[4-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-thioureido}-ethoxy)-ethoxy]-ethyl}-thioureido)-tetrahydro-pyran-4-yl ester + acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[4-(3-{2-[2-(2-{3-[4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-thioureido}-ethoxy)-ethoxy]-ethyl}-thioureido)-benzyloxy]-tetrahydro-pyran-4-yl ester

Guidance literature:

In dichloromethane; Heating;

DOI:10.1007/s007060200022

upstream raw materials:

4-isocyanatobenzylalcohol

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate