6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-L-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal)

Base Information

• Chemical Name: 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-L-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal)
• CAS No.: 104107-55-3
• Molecular Formula: C₄₅H₆₂O₉
• Molecular Weight: 746.982

Synonyms:

Chemical Property of 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-L-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-L-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal)

There total 4 articles about 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-L-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal) 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: 59.0%

2-lithio-1,1-diethoxy-2-propene (54780-30-2) + 6,8-Di-O-Benzyl-3-C-(benzyloxymethyl)-3,5,7,9-tetradeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-α-D-altro-L-talo-decodialdofuranose-(1,4) (104107-53-1) → 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-D-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal) (104107-55-3) + 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-L-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal) (104107-55-3)

Guidance literature:

In tetrahydrofuran; at -110 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)85586-1

Reference yield: 59.0%

2-lithio-1,1-diethoxy-2-propene (54780-30-2) + 6,8-Di-O-Benzyl-3-C-(benzyloxymethyl)-3,5,7,9-tetradeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-α-D-altro-L-talo-decodialdofuranose-(1,4) (104107-53-1) → 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-D-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal) (104107-55-3) + 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-L-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal) (104107-55-3)

Guidance literature:

In tetrahydrofuran; at -110 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)85586-1

Reference yield:

2-bromo-3,3-diethoxypropene (17592-40-4) + 6,8-Di-O-Benzyl-3-C-(benzyloxymethyl)-3,5,7,9-tetradeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-α-D-altro-L-talo-decodialdofuranose-(1,4) (104107-53-1) → 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-D-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal) (104107-55-3) + 6,8-di-O-benzyl-3-C-(benzyloxymethyl)-3,5,7,9,12-pentadeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-11-methylene-L-glycero-D-altro-β-L-talo-dodecodialdofuranose-(1,4) 12-(diethyl acetal) (104107-55-3)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, -110 to -108 deg C, 15 min, 2) 0.5 h;

DOI:10.1246/bcsj.58.3457

upstream raw materials:

2-bromo-3,3-diethoxypropene

6,8-Di-O-Benzyl-3-C-(benzyloxymethyl)-3,5,7,9-tetradeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-α-D-altro-L-talo-decodialdofuranose-(1,4)

2-lithio-1,1-diethoxy-2-propene

Downstream raw materials:

6,8-Di-O-Benzyl-3-C-(benzyloxymethyl)-3,5,7,9-tetradeoxy-1,2-O-isopropylidene-5,7,9-tri-C-methyl-α-D-altro-L-talo-decodialdofuranose-(1,4)

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