3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose

Base Information

• Chemical Name: 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose
• CAS No.: 120403-20-5
• Molecular Formula: C₂₈H₃₆O₁₀
• Molecular Weight: 532.588
• Mol file: 120403-20-5.mol

Synonyms:

Chemical Property of 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose

There total 1 articles about 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose 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: 67.0%

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) + (1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane (104109-87-7) → 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose (120403-20-5)

Guidance literature:

In toluene; for 2h; Heating;

Reference yield: 56.6%

3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose (120403-20-5) → 3-O-benzyl-6-C-(1,2:3,4-di-O-isopropylidene-α-D-galacto-hexopyranos-6-ulos-6-yl)-1,2-O-isopropylidene-L-glycero-α-D-gluco-hexofuranose (140138-22-3,140223-67-2) + 3-O-benzyl-6-C-(1,2:3,4-di-O-isopropylidene-α-D-galacto-hexopyranos-6-ulos-6-yl)-1,2-O-isopropylidene-D-glycero-β-L-ido-hexofuranose (140138-22-3,140223-67-2)

Guidance literature:

With 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; tert-butyl alcohol; Product distribution; Ambient temperature; also reaction of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C--α-D-xylo-hexofuranos-5-ulose and higher-carbon sugar allylic alcohols, stereoselectivity;

DOI:10.1016/0008-6215(92)84094-9

Reference yield:

3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose (120403-20-5) → 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose (115259-73-9,115304-53-5) + 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-heptopyranos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose (115259-73-9,115304-53-5)

Guidance literature:

In diethyl ether; for 0.5h; Product distribution; stereoselective reduction with various reducing agents ( Zn(BH₄)2, DIBAL-H, NaBH₄, LiBH₄, NaBH₄/LaCl₃, LiAlH₄, L-selectride);

DOI:10.1016/0008-6215(88)84074-6

upstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

(1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane

Downstream raw materials:

3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose

3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-heptopyranos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose

3-O-benzyl-6-C-(1,2:3,4-di-O-isopropylidene-α-D-galacto-hexopyranos-6-ulos-6-yl)-1,2-O-isopropylidene-L-glycero-α-D-gluco-hexofuranose

3-O-benzyl-6-C-(1,2:3,4-di-O-isopropylidene-α-D-galacto-hexopyranos-6-ulos-6-yl)-1,2-O-isopropylidene-D-glycero-β-L-ido-hexofuranose