phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranosyl)-1-thio-β-D-xylo-hex-5-enopyranoside

Base Information

Chemical Name:phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranosyl)-1-thio-β-D-xylo-hex-5-enopyranoside
CAS No.:263878-60-0
Molecular Formula:C₅₃H₅₂O₈S
Molecular Weight:849.057
Hs Code.:

Synonyms:phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranosyl)-1-thio-β-D-xylo-hex-5-enopyranoside

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Chemical Property of phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranosyl)-1-thio-β-D-xylo-hex-5-enopyranoside

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Technology Process of phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranosyl)-1-thio-β-D-xylo-hex-5-enopyranoside

There total 6 articles about phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranosyl)-1-thio-β-D-xylo-hex-5-enopyranoside 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: 79.0%

: 263878-61-1
phenyl 2,3,2',3',4'-penta-O-benzyl-6,6'-dideoxy-6,6'-di-iodo-1-thio-β-D-maltoside

: 263878-60-0
phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranosyl)-1-thio-β-D-xylo-hex-5-enopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.3987/com-99-s92

Reference yield:

: 100-39-0
benzyl bromide

: 263878-60-0
phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranosyl)-1-thio-β-D-xylo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / dimethylformamide / 4 h / 20 °C

2: TBAF*3H₂O / tetrahydrofuran / 0.75 h / 20 °C

3: 64 percent / I₂; PPh₃; imidazole / toluene / 0.5 h / 70 °C

4: 79 percent / NaH / dimethylformamide / 6 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1: Alkylation / 2: desilylation / 3: Iodination / 4: Dehydroiodination;
DOI:10.3987/com-99-s92

Reference yield:

: 263878-58-6
phenyl 6,6'-di-O-tert-butyldimethylsilyl-1-thio-β-D-maltoside

: 263878-60-0
phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranosyl)-1-thio-β-D-xylo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / dimethylformamide / 4 h / 20 °C

2: TBAF*3H₂O / tetrahydrofuran / 0.75 h / 20 °C

3: 64 percent / I₂; PPh₃; imidazole / toluene / 0.5 h / 70 °C

4: 79 percent / NaH / dimethylformamide / 6 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1: Alkylation / 2: desilylation / 3: Iodination / 4: Dehydroiodination;
DOI:10.3987/com-99-s92