3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

Base Information

• Chemical Name: 3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose
• CAS No.: 886852-36-4
• Molecular Formula: C₆₄H₇₈O₁₃Si₂
• Molecular Weight: 1111.49

Synonyms:3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

Chemical Property of 3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

Chemical Property:

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Safty Information:

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Technology Process of 3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

There total 3 articles about 3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose 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%

C78H86O15Si2 (886852-35-3) → 3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose (886852-36-4)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/j.bmc.2005.12.037

Reference yield:

1,2-O-isopropylidene-β-D-arabinofuranoside (43138-39-2) → 3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose (886852-36-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 2,6-di-tert-butyl-4-methylpyridine; methyl triflate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0 - 20 °C

2: 94 percent / NaOCH₃ / methanol; CH₂Cl₂ / 2 h / 0 °C

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; sodium methylate; methyl trifluoromethanesulfonate; In methanol; dichloromethane;

DOI:10.1016/j.bmc.2005.12.037

Reference yield:

ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside (310880-65-0) → 3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->3)-[3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose (886852-36-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 2,6-di-tert-butyl-4-methylpyridine; methyl triflate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0 - 20 °C

2: 94 percent / NaOCH₃ / methanol; CH₂Cl₂ / 2 h / 0 °C

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; sodium methylate; methyl trifluoromethanesulfonate; In methanol; dichloromethane;

DOI:10.1016/j.bmc.2005.12.037

upstream raw materials:

C₇₈H₈₆O₁₅Si₂

1,2-O-isopropylidene-β-D-arabinofuranoside

ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

Downstream raw materials:

6-[3,4-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yloxy]-5-[3,4-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yloxymethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-5-O-p-toluenesulfonyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)]-1,2-O-isopropylidene-β-D-arabinofuranose

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