methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Base Information

Chemical Name:methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
CAS No.:618106-74-4
Molecular Formula:C₇₀H₆₅NO₂₆
Molecular Weight:1336.28
Hs Code.:

methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

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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 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

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Technology Process of methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

There total 9 articles about methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-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: 84.7%

: 108-24-7
acetic anhydride

: 618106-71-1
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

: 618106-74-4
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 12h;
DOI:10.1016/S0957-4166(03)00570-6

Reference yield:

: 87190-67-8
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate

: 618106-74-4
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 78.5 percent / TMSOTf / CH₂Cl₂ / 2 h / -20 °C

2: 84.7 percent / pyridine / 12 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/S0957-4166(03)00570-6

Reference yield:

: 149035-49-4
methyl 2,3-di-O-benzoyl-α-D-mannopyranoside

: 618106-74-4
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine / 12 h / 20 °C

2: HOAc; H₂SO₄ / 20 °C

3: NH₃; MeOH / toluene / 1 h / 20 °C

4: 9.57 g / DBU / CH₂Cl₂ / 2 h

5: 81.3 percent / TMSOTf / CH₂Cl₂ / 2 h / -20 °C

6: 83.3 percent / pyridine / 20 °C

7: 77.6 percent / acetyl chloride; MeOH / CH₂Cl₂ / 0 - 20 °C

8: 78.5 percent / TMSOTf / CH₂Cl₂ / 2 h / -20 °C

9: 84.7 percent / pyridine / 12 h / 20 °C

With pyridine; methanol; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; ammonia; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; acetyl chloride; In dichloromethane; toluene;
DOI:10.1016/S0957-4166(03)00570-6