1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfonyl-D-xylofuranose

Base Information

Chemical Name:1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfonyl-D-xylofuranose
CAS No.:260403-56-3
Molecular Formula:C₃₁H₃₆O₇S
Molecular Weight:552.689
Hs Code.:

Synonyms:1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfonyl-D-xylofuranose

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Chemical Property of 1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfonyl-D-xylofuranose

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Technology Process of 1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfonyl-D-xylofuranose

There total 8 articles about 1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfonyl-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: 79.0%

: 192565-69-8
1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfenyl-D-xylofuranose

: 260403-56-3
1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfonyl-D-xylofuranose

Guidance literature:: With peracetic acid; sodium acetate; acetic acid; In dichloromethane; at 0 - 5 ℃; for 5h;
DOI:10.1016/S0040-4020(99)00959-X

Reference yield:

: 41341-99-5
3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 260403-56-3
1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfonyl-D-xylofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 1.08 g / conc. H₂SO₄ / acetonitrile; H₂O / 35 °C

2: 1.049 g / Bu₃P / CH₂Cl₂ / 15.5 h / 0 - 20 °C

3: 88 percent / Aliquat 336; aq. NaOH / CH₂Cl₂ / 1 h / 20 °C

4: 79 percent / CH₃CO₃H; NaOAc; aq. AcOH / CH₂Cl₂ / 5 h / 0 - 5 °C

With peracetic acid; sodium hydroxide; tributylphosphine; sulfuric acid; sodium acetate; Aliquat 336; acetic acid; In dichloromethane; water; acetonitrile; 1: Hydrolysis / 2: Substitution / 3: Etherification / 4: Oxidation;
DOI:10.1016/S0040-4020(99)00959-X

Reference yield:

: 16054-77-6,120693-82-5,120693-83-6
3,5-di-O-benzyl-D-xylofuranose

: 260403-56-3
1-deoxy-3,5-di-O-benzyl-2-O-(3,3-dimethyl-2-oxobutyl)-1-phenylsulfonyl-D-xylofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 1.049 g / Bu₃P / CH₂Cl₂ / 15.5 h / 0 - 20 °C

2: 88 percent / Aliquat 336; aq. NaOH / CH₂Cl₂ / 1 h / 20 °C

3: 79 percent / CH₃CO₃H; NaOAc; aq. AcOH / CH₂Cl₂ / 5 h / 0 - 5 °C

With peracetic acid; sodium hydroxide; tributylphosphine; sodium acetate; Aliquat 336; acetic acid; In dichloromethane; 1: Substitution / 2: Etherification / 3: Oxidation;
DOI:10.1016/S0040-4020(99)00959-X