1,1'-[buta-1,3-diyne-1,4-diyl]bis[2,3,6-tri-O-benzyl-α-D-glucopyranosyl]

Base Information

• Chemical Name: 1,1'-[buta-1,3-diyne-1,4-diyl]bis[2,3,6-tri-O-benzyl-α-D-glucopyranosyl]
• CAS No.: 866222-09-5
• Molecular Formula: C₅₈H₅₈O₁₀
• Molecular Weight: 915.093

Synonyms:1,1'-[buta-1,3-diyne-1,4-diyl]bis[2,3,6-tri-O-benzyl-α-D-glucopyranosyl]

Chemical Property of 1,1'-[buta-1,3-diyne-1,4-diyl]bis[2,3,6-tri-O-benzyl-α-D-glucopyranosyl]

Chemical Property:

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Technology Process of 1,1'-[buta-1,3-diyne-1,4-diyl]bis[2,3,6-tri-O-benzyl-α-D-glucopyranosyl]

There total 1 articles about 1,1'-[buta-1,3-diyne-1,4-diyl]bis[2,3,6-tri-O-benzyl-α-D-glucopyranosyl] 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: 83.0%

2,6-anhydro-1,4,5-tri-O-benzyl-7,8-dideoxy-D-glycero-L-gulo-oct-7-ynitol (365236-07-3) → 1,1'-[buta-1,3-diyne-1,4-diyl]bis[2,3,6-tri-O-benzyl-α-D-glucopyranosyl] (866222-09-5)

Guidance literature:

With copper diacetate; In pyridine; for 1h;

DOI:10.1002/hlca.200590145

Reference yield: 70.0%

1,1'-[buta-1,3-diyne-1,4-diyl]bis[2,3,6-tri-O-benzyl-α-D-glucopyranosyl] (866222-09-5) → (7Z)-2,6:3,7:11,15-trianhydro-1,4,5,12,13,16-hexa-O-benzyl-8,9,10-trideoxy-D-erythro-L-ido-L-gulo-hexadec-7-en-9-ynitol

Guidance literature:

With potassium carbonate; In 2-methoxy-ethanol; for 24h; Further Variations:; Reagents; Solvents; reaction times; Product distribution; Heating;

DOI:10.1002/hlca.200590145

Reference yield: 53.0%

1,1'-[buta-1,3-diyne-1,4-diyl]bis[2,3,6-tri-O-benzyl-α-D-glucopyranosyl] (866222-09-5) + benzyl bromide (100-39-0) → (E)-2,6:3,7:11,15-trianhydro-1,4,5,12,13,14,16-hepta-O-benzyl-8,9,10-trideoxy-D-erythro-L-ido-L-gulo-hexadeca-7-en-9-ynitol + (Z)-2,6:3,7:11,15-trianhydro-1,4,5,12,13,14,16-hepta-O-benzyl-8,9,10-trideoxy-D-erythro-L-ido-L-gulo-hexadeca-7-en-9-ynitol

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 3h;

DOI:10.1002/hlca.200590145

upstream raw materials:

2,6-anhydro-1,4,5-tri-O-benzyl-7,8-dideoxy-D-glycero-L-gulo-oct-7-ynitol

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