3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose

Base Information

• Chemical Name: 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose
• CAS No.: 117192-23-1
• Molecular Formula: C₄₄H₅₀O₁₀
• Molecular Weight: 738.875

Synonyms:

Chemical Property of 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose

There total 8 articles about 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--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: 90.0%

(E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-propenone (117174-45-5,120444-49-7) → (E)-(R)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-en-1-ol (117192-23-1,120444-50-0,120444-51-1)

Guidance literature:

With zinc(II) tetrahydroborate; In diethyl ether; at 0 ℃;

DOI:10.1016/S0040-4039(00)86685-X

Reference yield: 65.2%

3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose (117174-45-5,120444-49-7) → 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose (117192-23-1,120444-50-0,120444-51-1) + 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose (117192-23-1,120444-50-0,120444-51-1)

Guidance literature:

With diisobutylaluminum hydride; In diethyl ether; toluene; at -78 ℃; for 2h;

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

Reference yield: 65.2%

3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose (117174-45-5,120444-49-7) → 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose (117192-23-1,120444-50-0,120444-51-1) + 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C--α-D-xylofuranose (117192-23-1,120444-50-0,120444-51-1)

Guidance literature:

With diisobutylaluminum hydride; In diethyl ether; toluene; at -78 ℃; for 2h;

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

upstream raw materials:

(3aR,5R,6R,6aR)-6-Benzyloxy-5-ethynyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

methyl 2,3,4-tri-O-benzyl-β-D-galacto-hexodialdo-1,5-pyranoside

(E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-propenone

3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-pentodialdo-1,4-furanose

Downstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-6-C-(methyl 2,3,4-tri-O-benzyl-D-glycero-α-D-gluco-hexopyranosid-6-yl)-L-glycero-α-D-gluco-hexo-1,4-furanose

3-O-benzyl-1,2-O-isopropylidene-6-C-(methyl 2,3,4-tri-O-benzyl-D-glycero-α-D-gluco-hexopyranosid-6-yl)-D-glycero-β-L-ido-hexo-1,4-furanose

(S)-Hydroxy-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-acetaldehyde

methyl 2,3,4-tri-O-benzyl-D-glycero-α-D-gluco-heptopyranoside

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