p-tolyl 4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:p-tolyl 4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside
CAS No.:1320281-35-3
Molecular Formula:C₂₄H₂₇N₃O₆S
Molecular Weight:485.561
Hs Code.:

Synonyms:p-tolyl 4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside

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Chemical Property of p-tolyl 4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside

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Technology Process of p-tolyl 4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside

There total 1 articles about p-tolyl 4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-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: 41.0%

: 1320281-41-1
1,4,6-tri-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α/β-D-mannopyranoside

: 106-45-6
para-thiocresol

: 1320281-35-3
p-tolyl 4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside

: C₂₄H₂₇N₃O₆S

Guidance literature:: With boron trifluoride diethyl etherate; In 1,1-dichloroethane; at 35 ℃; for 2h;
DOI:10.1021/ol2016862

Reference yield: 98.0%

: 1320281-35-3
p-tolyl 4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside

: 1320281-42-2
p-tolyl 2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside

Guidance literature:: With methanol; sodium methylate; In dichloromethane; for 48h;
DOI:10.1021/ol2016862

Reference yield:

: 1320281-35-3
p-tolyl 4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside

: methyl 2,3,4-tri-O-benzyl-6-O-(methyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-β-D-mannopyranosyluronate)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol; sodium methylate / dichloromethane / 48 h

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 2 h / 0 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 20 °C

4.1: pyridine / 1.5 h

5.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

5.2: 3 h / -40 - 0 °C / Inert atmosphere

With pyridine; methanol; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium methylate; potassium carbonate; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol2016862