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

Base Information

Chemical Name: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
CAS No.:1448263-52-2
Molecular Formula:C₅₂H₇₃N₃O₁₆Si
Molecular Weight:1024.25
Hs Code.:

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

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Suppliers and Price of 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

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Chemical Property of 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

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Technology Process of 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

There total 9 articles about 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 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: 80.0%

: 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

: 1448263-55-5
2-(2-((2S)-bicyclo[2.2.1]hept-5-en-2-ylmethoxy)ethoxy)ethanol

: 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

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; Inert atmosphere; Molecular sieve;
DOI:10.1021/ja4027727

Reference yield:

: 87326-79-2
methyl 1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranosyluronate

: 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

Guidance literature:: Multi-step reaction with 8 steps

1.1: titanium(IV) bromide / dichloromethane / 16 h / 20 °C / Darkness; Inert atmosphere

1.2: 14 h / 20 °C / Inert atmosphere

2.1: sodium methylate / methanol / -10 - 5 °C / Inert atmosphere

3.1: pyridine / -10 - 0 °C / Inert atmosphere

4.1: dichloromethane / 0.25 h / 20 °C / Inert atmosphere; Molecular sieve

4.2: Inert atmosphere; Molecular sieve

5.1: dichloromethane / 0.5 h / -10 - 20 °C / Inert atmosphere; Molecular sieve

5.2: 0.5 h / -30 °C / Inert atmosphere; Molecular sieve

6.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 12 h / 0 °C / Inert atmosphere

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

With pyridine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; titanium(IV) bromide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja4027727

Reference yield:

: C₄₀H₅₅N₃O₁₄Si

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 12 h / 0 °C / Inert atmosphere

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

With boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1021/ja4027727