octyl 6-O-<2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside

Base Information

• Chemical Name: octyl 6-O-<2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside
• CAS No.: 130524-19-5
• Molecular Formula: C₇₇H₈₉NO₂₀
• Molecular Weight: 1348.55

Synonyms:octyl 6-O-<2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside

Chemical Property of octyl 6-O-<2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside

Chemical Property:

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• Pictogram(s):  
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Useful:

Technology Process of octyl 6-O-<2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside

There total 11 articles about octyl 6-O-<2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside 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:

octanol (111-87-5) → octyl 6-O-<2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside (130524-19-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 78 percent / silver zeolite / CH₂Cl₂ / 2 h / Ambient temperature

2: 97 percent / sodium methoxide / methanol / Ambient temperature

3: 74 percent / 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 1.) from 0 deg C to -18 deg C, 15 h, 2.) RT, 60 min

4: 63 percent / sodium hydride / dimethylformamide / 3 h / -50 - 20 °C

5: pyridine / CH₂Cl₂ / 0.33 h / -10 °C

6: dimethylformamide / 2 h / Ambient temperature

7: 64 mg / sodium methoxide / methanol / Ambient temperature

8: 66 percent / tetramethylurea, silver trifluoromethanesulfonate / CH₂Cl₂ / 2.5 h / Ambient temperature

9: sodium methoxide / methanol / 12 h / Ambient temperature

10: silver trifluoromethanesulfonate, 2,6-lutidine, molecular sieves (4A) / CH₂Cl₂ / 1.) -50 deg C, 30 min, 2.) RT, 1 h

With pyridine; 2,6-dimethylpyridine; dmap; 4 A molecular sieve; silver zeolite; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

octyl 2,3-di-O-benzyl-7-deoxy-L-glycero-β-D-gluco-octopyranoside (130524-07-1) → octyl 6-O-<2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside (130524-19-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 74 percent / 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 1.) from 0 deg C to -18 deg C, 15 h, 2.) RT, 60 min

2: 63 percent / sodium hydride / dimethylformamide / 3 h / -50 - 20 °C

3: pyridine / CH₂Cl₂ / 0.33 h / -10 °C

4: dimethylformamide / 2 h / Ambient temperature

5: 64 mg / sodium methoxide / methanol / Ambient temperature

6: 66 percent / tetramethylurea, silver trifluoromethanesulfonate / CH₂Cl₂ / 2.5 h / Ambient temperature

7: sodium methoxide / methanol / 12 h / Ambient temperature

8: silver trifluoromethanesulfonate, 2,6-lutidine, molecular sieves (4A) / CH₂Cl₂ / 1.) -50 deg C, 30 min, 2.) RT, 1 h

With pyridine; 2,6-dimethylpyridine; dmap; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

4,6,8-tri-O-acetyl-2,3-di-O-benzyl-7-deoxy-Lglycero-α-D-gluco-octopyranosyl bromide (130524-05-9) → octyl 6-O-<2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside (130524-19-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 78 percent / silver zeolite / CH₂Cl₂ / 2 h / Ambient temperature

2: 97 percent / sodium methoxide / methanol / Ambient temperature

3: 74 percent / 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 1.) from 0 deg C to -18 deg C, 15 h, 2.) RT, 60 min

4: 63 percent / sodium hydride / dimethylformamide / 3 h / -50 - 20 °C

5: pyridine / CH₂Cl₂ / 0.33 h / -10 °C

6: dimethylformamide / 2 h / Ambient temperature

7: 64 mg / sodium methoxide / methanol / Ambient temperature

8: 66 percent / tetramethylurea, silver trifluoromethanesulfonate / CH₂Cl₂ / 2.5 h / Ambient temperature

9: sodium methoxide / methanol / 12 h / Ambient temperature

10: silver trifluoromethanesulfonate, 2,6-lutidine, molecular sieves (4A) / CH₂Cl₂ / 1.) -50 deg C, 30 min, 2.) RT, 1 h

With pyridine; 2,6-dimethylpyridine; dmap; 4 A molecular sieve; silver zeolite; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

octanol

octyl 2,3-di-O-benzyl-7-deoxy-L-glycero-β-D-gluco-octopyranoside

4,6,8-tri-O-acetyl-2,3-di-O-benzyl-7-deoxy-Lglycero-α-D-gluco-octopyranosyl bromide

octyl 4,6,8-tri-O-acetyl-2,3-di-O-benzyl-7-deoxy-L-glycero-β-D-gluco-octopyranoside

Downstream raw materials:

octyl 6-O-<2-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-gluco-pyranosyl)-3,4,6-tri-O-benzyl-α-D-manno-pyranosyl>-4,8-anhydro-2,3-di-O-benzyl-7-deoxy-D-glycero-β-D-gluco-octopyranoside

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