Methyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:Methyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside
CAS No.:131545-07-8
Molecular Formula:C₄₀H₄₉NO₁₂
Molecular Weight:735.829
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Methyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

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Technology Process of Methyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

There total 13 articles about Methyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-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:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 131545-07-8
Methyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / 4-Angstroem molecular sieves, Et₂O-BF₃ / CH₂Cl₂ / Ambient temperature

2: 24.6 g / sodium methanolate / methanol / Ambient temperature

3: pyridine / 10 h / 50 °C

4: pyridine / Ambient temperature

5: 75 percent aq. acetic acid / 1 h / 55 °C

6: 33 percent / tetrabutylammonium bromide, ethyldiisopropylamine, 4-Angstroem molecular sieves / CH₂Cl₂ / 120 h / Ambient temperature

7: bromine / CH₂Cl₂ / 0.17 h / 0 °C

8: 54 percent / silver triflate, 4- and 10-Angstroem molecular sieves / CH₂Cl₂ / -78 deg C to r.t. within ca. 12 h

9: sodium methanolate / methanol / Ambient temperature

10: 98 percent hydrazine hydrate / ethanol / 2 h / Heating

11: pyridine

With pyridine; molecular sieve; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutylammomium bromide; bromine; sodium methylate; silver trifluoromethanesulfonate; hydrazine hydrate; acetic acid; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane;

Reference yield:

: 99409-32-2
ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 131545-07-8
Methyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 24.6 g / sodium methanolate / methanol / Ambient temperature

2: pyridine / 10 h / 50 °C

3: pyridine / Ambient temperature

4: 75 percent aq. acetic acid / 1 h / 55 °C

5: 33 percent / tetrabutylammonium bromide, ethyldiisopropylamine, 4-Angstroem molecular sieves / CH₂Cl₂ / 120 h / Ambient temperature

6: bromine / CH₂Cl₂ / 0.17 h / 0 °C

7: 54 percent / silver triflate, 4- and 10-Angstroem molecular sieves / CH₂Cl₂ / -78 deg C to r.t. within ca. 12 h

8: sodium methanolate / methanol / Ambient temperature

9: 98 percent hydrazine hydrate / ethanol / 2 h / Heating

10: pyridine

With pyridine; molecular sieve; 4 A molecular sieve; tetrabutylammomium bromide; bromine; sodium methylate; silver trifluoromethanesulfonate; hydrazine hydrate; acetic acid; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane;

Reference yield:

: 130539-43-4
ethyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 131545-07-8
Methyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine / 10 h / 50 °C

2: pyridine / Ambient temperature

3: 75 percent aq. acetic acid / 1 h / 55 °C

4: 33 percent / tetrabutylammonium bromide, ethyldiisopropylamine, 4-Angstroem molecular sieves / CH₂Cl₂ / 120 h / Ambient temperature

5: bromine / CH₂Cl₂ / 0.17 h / 0 °C

6: 54 percent / silver triflate, 4- and 10-Angstroem molecular sieves / CH₂Cl₂ / -78 deg C to r.t. within ca. 12 h

7: sodium methanolate / methanol / Ambient temperature

8: 98 percent hydrazine hydrate / ethanol / 2 h / Heating

9: pyridine

With pyridine; molecular sieve; 4 A molecular sieve; tetrabutylammomium bromide; bromine; sodium methylate; silver trifluoromethanesulfonate; hydrazine hydrate; acetic acid; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane;