methyl 3-O-benzyl-2-O-sulfonato-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-2-sulfonatamido-6-O-sulfonato-β-D-glucopyranoside

Base Information

Chemical Name:methyl 3-O-benzyl-2-O-sulfonato-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-2-sulfonatamido-6-O-sulfonato-β-D-glucopyranoside
CAS No.:1448263-61-3
Molecular Formula:C₄₅H₆₇NO₂₂S₃Si
Molecular Weight:1098.3
Hs Code.:

methyl 3-O-benzyl-2-O-sulfonato-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-2-sulfonatamido-6-O-sulfonato-β-D-glucopyranoside

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Chemical Property of methyl 3-O-benzyl-2-O-sulfonato-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-2-sulfonatamido-6-O-sulfonato-β-D-glucopyranoside

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Technology Process of methyl 3-O-benzyl-2-O-sulfonato-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-2-sulfonatamido-6-O-sulfonato-β-D-glucopyranoside

There total 12 articles about methyl 3-O-benzyl-2-O-sulfonato-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-2-sulfonatamido-6-O-sulfonato-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: 78.0%

: 1448263-59-9
methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-2-amino-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-β-D-glucopyranoside

: 1448263-61-3
methyl 3-O-benzyl-2-O-sulfonato-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-2-sulfonatamido-6-O-sulfonato-β-D-glucopyranoside

Guidance literature:: With pyridine; sulfur trioxide pyridine complex; triethylamine; at 20 - 50 ℃; for 48h; Inert atmosphere;
DOI:10.1021/ja4027727

Reference yield:

: 1448263-58-8
methyl 2-O-acetyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-2-azido-3-O-benzyl-6-O-levulinoyl-2-deoxy-β-D-glucopyranosyl trichloroacetimidate

: 1448263-61-3
methyl 3-O-benzyl-2-O-sulfonato-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-2-sulfonatamido-6-O-sulfonato-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / Inert atmosphere; Molecular sieve

2.1: 1.3-propanedithiol; N-ethyl-N,N-diisopropylamine / methanol / Inert atmosphere

3.1: potassium carbonate / methanol / 24 h / 20 °C / Inert atmosphere

3.2: Dowex 5W-X₈ (H⁺ form) / Inert atmosphere

4.1: pyridine; sulfur trioxide pyridine complex; triethylamine / 48 h / 20 - 50 °C / Inert atmosphere

With pyridine; 1.3-propanedithiol; boron trifluoride diethyl etherate; sulfur trioxide pyridine complex; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/ja4027727

Reference yield:

: 1448263-52-2
methyl 2-O-acetyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-2-azido-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-yl-methoxy)ethoxy)ethyl)-6-Olevulinoyl-2-deoxy-β-D-glucopyranoside

: 1448263-61-3
methyl 3-O-benzyl-2-O-sulfonato-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate-(1→4)-3-O-benzyl-1-O-(2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethyl)-2-deoxy-2-sulfonatamido-6-O-sulfonato-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1.3-propanedithiol; N-ethyl-N,N-diisopropylamine / methanol / Inert atmosphere

2.1: potassium carbonate / methanol / 24 h / 20 °C / Inert atmosphere

2.2: Dowex 5W-X₈ (H⁺ form) / Inert atmosphere

3.1: pyridine; sulfur trioxide pyridine complex; triethylamine / 48 h / 20 - 50 °C / Inert atmosphere

With pyridine; 1.3-propanedithiol; sulfur trioxide pyridine complex; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol;
DOI:10.1021/ja4027727