methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside
• CAS No.: 402758-98-9
• Molecular Formula: C₃₉H₄₄O₉
• Molecular Weight: 656.773

Synonyms:methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

Chemical Property of methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

Chemical Property:

Purity/Quality:

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Technology Process of methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

There total 13 articles about methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside 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: 94.0%

methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside (1360560-53-7) → methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside (402758-98-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 14h;

DOI:10.1002/chem.201100732

Reference yield:

C58H58O9 (1053610-52-8) → methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside (402758-98-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; at 20 ℃;

DOI:10.1021/jo010910e

Reference yield:

methyl 2,3-di-O-benzyl-α-D-arabinofuranoside (16896-03-0,16896-04-1,30589-89-0,53496-31-4,70831-62-8,103476-40-0,128821-26-1) → methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside (402758-98-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / molecular sieves; NIS; AgOTf / CH₂Cl₂ / 0 °C

2: 95 percent / NaOCH₃ / methanol / 2 h / 20 °C

3: pyridine / 20 °C

4: NaH / dimethylformamide / 2 h / 0 °C

5: 910 mg / p-TsOH / methanol; CH₂Cl₂ / 20 °C

With N-iodo-succinimide; molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; 2: Zemplen deacylation;

DOI:10.1021/jo010910e

upstream raw materials:

C₅₈H₅₈O₉

methyl 2,3-di-O-benzyl-α-D-arabinofuranoside

p-tolyl 2,3,5-tri-O-benzoyl-1-thio-α-D-arabinofuranoside

methyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside

Downstream raw materials:

methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

C₇₄H₈₂O₁₃Si

methyl 5-O-(2,3-di-O-benzyl-5-O-(3,5-di-O-benzyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside

methyl 2-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

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