Benzoic acid (3aS,4R,6R,7R,7aS)-4-benzyloxy-2-ethoxy-7-((3aS,4S,5aR,8R,9aR,9bS)-2-ethoxy-2,8-diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester

Base Information

• Chemical Name: Benzoic acid (3aS,4R,6R,7R,7aS)-4-benzyloxy-2-ethoxy-7-((3aS,4S,5aR,8R,9aR,9bS)-2-ethoxy-2,8-diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester
• CAS No.: 1053638-91-7
• Molecular Formula: C₅₁H₅₂O₁₄
• Molecular Weight: 888.965

Synonyms:

Chemical Property of Benzoic acid (3aS,4R,6R,7R,7aS)-4-benzyloxy-2-ethoxy-7-((3aS,4S,5aR,8R,9aR,9bS)-2-ethoxy-2,8-diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of Benzoic acid (3aS,4R,6R,7R,7aS)-4-benzyloxy-2-ethoxy-7-((3aS,4S,5aR,8R,9aR,9bS)-2-ethoxy-2,8-diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester

There total 7 articles about Benzoic acid (3aS,4R,6R,7R,7aS)-4-benzyloxy-2-ethoxy-7-((3aS,4S,5aR,8R,9aR,9bS)-2-ethoxy-2,8-diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester 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:

benzyl-{O4-[O4,O6-((R)-benzylidene)-β-D-glucopyranosyl]-β-D-glucopyranoside} (184033-07-6) → Benzoic acid (3aS,4R,6R,7R,7aS)-4-benzyloxy-2-ethoxy-7-((3aS,4S,5aR,8R,9aR,9bS)-2-ethoxy-2,8-diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester (1053638-91-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.356 g / Et₃N / acetonitrile / 1.25 h / 0 - 20 °C

2: 98.5 percent / pyridine / CH₂Cl₂ / 0.5 h

3: 2,4,6-collidine / toluene / 1 h / Heating

With pyridine; 2,4,6-trimethyl-pyridine; triethylamine; In dichloromethane; toluene; acetonitrile;

DOI:10.1039/b210661m

Reference yield:

D-cellobiose octaacetate (5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,3616-19-1) → Benzoic acid (3aS,4R,6R,7R,7aS)-4-benzyloxy-2-ethoxy-7-((3aS,4S,5aR,8R,9aR,9bS)-2-ethoxy-2,8-diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester (1053638-91-7)

Guidance literature:

Multi-step reaction with 7 steps

1: Ac₂O; HBr / CH₂Cl₂; acetic acid / 1 h / 20 °C

2: Hg(OAc)2 / 2 h / 95 °C

3: 2.41 g / NaOMe / methanol / 2 h / 20 °C

4: TsOH*H₂O / dimethylformamide / 16 h / 20 °C

5: 0.356 g / Et₃N / acetonitrile / 1.25 h / 0 - 20 °C

6: 98.5 percent / pyridine / CH₂Cl₂ / 0.5 h

7: 2,4,6-collidine / toluene / 1 h / Heating

With pyridine; 2,4,6-trimethyl-pyridine; mercury(II) diacetate; hydrogen bromide; sodium methylate; acetic anhydride; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 2: Koenigs-Knorr glycosylation;

DOI:10.1039/b210661m

Reference yield:

acetobromocellobiose (14227-66-8) → Benzoic acid (3aS,4R,6R,7R,7aS)-4-benzyloxy-2-ethoxy-7-((3aS,4S,5aR,8R,9aR,9bS)-2-ethoxy-2,8-diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester (1053638-91-7)

Guidance literature:

Multi-step reaction with 6 steps

1: Hg(OAc)2 / 2 h / 95 °C

2: 2.41 g / NaOMe / methanol / 2 h / 20 °C

3: TsOH*H₂O / dimethylformamide / 16 h / 20 °C

4: 0.356 g / Et₃N / acetonitrile / 1.25 h / 0 - 20 °C

5: 98.5 percent / pyridine / CH₂Cl₂ / 0.5 h

6: 2,4,6-collidine / toluene / 1 h / Heating

With pyridine; 2,4,6-trimethyl-pyridine; mercury(II) diacetate; sodium methylate; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Koenigs-Knorr glycosylation;

DOI:10.1039/b210661m

upstream raw materials:

ethanol

C₄₉H₄₂F₆O₁₈S₂

benzyl-{O⁴-[O⁴,O⁶-((R)-benzylidene)-β-D-glucopyranosyl]-β-D-glucopyranoside}

D-cellobiose octaacetate

Downstream raw materials:

benzyl 2,3-di-O-benzoyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-mannopyranoside

C₆₁H₅₂O₁₆

benzyl 2,3,6-tri-O-benzoyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-mannopyranoside

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