(2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-Allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-ol

Base Information

• Chemical Name: (2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-Allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-ol
• CAS No.: 127085-21-6
• Molecular Formula: C₆₃H₇₂O₁₃
• Molecular Weight: 1037.26

Synonyms:(2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-Allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-ol

Chemical Property of (2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-Allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-Allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-ol

There total 13 articles about (2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-Allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-ol 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: 78.0%

Acetic acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester (138824-96-1) → (2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-Allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-ol (127085-21-6)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/0040-4039(91)80081-G

Reference yield:

allyl α-L-rhamnopyranoside (64650-81-3) → (2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-Allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-ol (127085-21-6)

Guidance literature:

Multi-step reaction with 8 steps

3: 1.) diisobutylaluminium hydride, 2.) NaH / 1.) CH₂Cl₂, 2.) DMF, THF

4: 92 percent / aq. HF / acetonitrile

5: 60 percent / α-methylstyrene / 15 h / 70 °C

6: CH₃ONa / methanol

7: 52 percent / α-methylstyrene / 40 h / 70 °C

8: 78 percent / NaOCH₃ / methanol

With hydrogen fluoride; sodium methylate; sodium hydride; diisobutylaluminium hydride; isopropenylbenzene; In methanol; acetonitrile;

DOI:10.1016/0040-4039(91)80081-G

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → (2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-Allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-ol (127085-21-6)

Guidance literature:

Multi-step reaction with 8 steps

3: 1.) diisobutylaluminium hydride, 2.) NaH / 1.) CH₂Cl₂, 2.) DMF, THF

4: 92 percent / aq. HF / acetonitrile

5: 60 percent / α-methylstyrene / 15 h / 70 °C

6: CH₃ONa / methanol

7: 52 percent / α-methylstyrene / 40 h / 70 °C

8: 78 percent / NaOCH₃ / methanol

With hydrogen fluoride; sodium methylate; sodium hydride; diisobutylaluminium hydride; isopropenylbenzene; In methanol; acetonitrile;

DOI:10.1016/0040-4039(91)80081-G

upstream raw materials:

Acetic acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-6-((2S,3S,4R,5R,6R)-6-allyloxy-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester

allyl α-L-rhamnopyranoside

benzaldehyde dimethyl acetal

allyl 2,3-di-O-benzyl-α-L-rhamnopyranoside

Downstream raw materials:

C₁₂₅H₁₄₀O₂₆

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