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

Base Information

• Chemical Name: 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
• CAS No.: 886852-46-6
• Molecular Formula: C₇₈H₉₀O₁₃Si₂
• Molecular Weight: 1291.74

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 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

There total 4 articles about 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 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: 99.0%

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) + benzyl bromide (100-39-0) → 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 (886852-46-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 5h;

DOI:10.1016/j.bmc.2005.12.037

Reference yield:

C78H86O15Si2 (886852-35-3) → 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 (886852-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / NaOCH₃ / methanol; CH₂Cl₂ / 2 h / 0 °C

2: 99 percent / sodium hydride / dimethylformamide; various solvent(s) / 5 h / 0 °C

With sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.12.037

Reference yield:

1,2-O-isopropylidene-β-D-arabinofuranoside (43138-39-2) → 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 (886852-46-6)

Guidance literature:

Multi-step reaction with 3 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

3: 99 percent / sodium hydride / dimethylformamide; various solvent(s) / 5 h / 0 °C

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

DOI:10.1016/j.bmc.2005.12.037

upstream raw materials:

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

benzyl bromide

C₇₈H₈₆O₁₅Si₂

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

Downstream raw materials:

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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