4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose

Base Information

Chemical Name:4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose
CAS No.:131972-98-0
Molecular Formula:C₃₆H₄₃NO₁₄
Molecular Weight:713.736
Hs Code.:

Synonyms:4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose

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Chemical Property of 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose

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Technology Process of 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose

There total 4 articles about 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose 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: 48.0%

: 112929-24-5,112929-25-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-(allyloxycarbonylamino)-β-D-glucopyranose

: 127529-73-1
1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose

: 131972-98-0
4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 18h;

Reference yield:

: 100-39-0
benzyl bromide

: 131972-98-0
4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH / 1) DMF, 30 min, 2) DMF, 0 deg C, overnight

2: 78 percent / 1,8-diazabicyclo<2.2.2>octane / RhCl(PPh₃)3 / ethanol; benzene; H₂O / 8 h / Heating

3: 48 percent / trimethylsilyltriflate / CH₂Cl₂ / 18 h / -30 °C

With 1,8-diazabicyclo[2.2.2.]octane; trimethylsilyl trifluoromethanesulfonate; sodium hydride; RhCl(PPh₃)3; In ethanol; dichloromethane; water; benzene;

Reference yield:

: 90405-86-0
4-O-allyl-1,6-anhydro-β-D-mannopyranose

: 131972-98-0
4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH / 1) DMF, 30 min, 2) DMF, 0 deg C, overnight

2: 78 percent / 1,8-diazabicyclo<2.2.2>octane / RhCl(PPh₃)3 / ethanol; benzene; H₂O / 8 h / Heating

3: 48 percent / trimethylsilyltriflate / CH₂Cl₂ / 18 h / -30 °C

With 1,8-diazabicyclo[2.2.2.]octane; trimethylsilyl trifluoromethanesulfonate; sodium hydride; RhCl(PPh₃)3; In ethanol; dichloromethane; water; benzene;