1,3,4,5,7-penta-2,6-anhydro-D-glycero-L-gulo-hepitol

Base Information

Chemical Name:1,3,4,5,7-penta-2,6-anhydro-D-glycero-L-gulo-hepitol
CAS No.:89023-68-7
Molecular Formula:C₄₂H₄₄O₆
Molecular Weight:644.808
Hs Code.:

Synonyms:

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Chemical Property of 1,3,4,5,7-penta-2,6-anhydro-D-glycero-L-gulo-hepitol

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Technology Process of 1,3,4,5,7-penta-2,6-anhydro-D-glycero-L-gulo-hepitol

There total 9 articles about 1,3,4,5,7-penta-2,6-anhydro-D-glycero-L-gulo-hepitol 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: 88.9%

: 100-39-0
benzyl bromide

: 79258-16-5
2,6-anhydro-1,3,4,5-tetra-O-benzyl-D-glycero-L-gulo-heptitol

: 89023-68-7,113889-64-8
1,3,4,5,7-penta-2,6-anhydro-D-glycero-L-gulo-hepitol

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 13h; Ambient temperature;
DOI:10.1021/ja00216a025

Reference yield:

: 4196-35-4
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide

: 89023-68-7,113889-64-8
1,3,4,5,7-penta-2,6-anhydro-D-glycero-L-gulo-hepitol

Guidance literature:: Multi-step reaction with 4 steps

1: 60.6 percent / zinc chloride / tetrahydrofuran; CCl₄ / 0.5 h / Heating

2: 99 percent / quinoline, H₂ / 5percent Pd/CaCO₃/Pb / ethanol / 12 h / 760 Torr

3: 1) O₃, 2) NaBH₄ / 1) CH₂Cl₂, DMF, -78 deg C; 2) RT, 2 h

4: 88.9 percent / NaH / tetrahydrofuran / 13 h / Ambient temperature

With quinoline; sodium tetrahydroborate; hydrogen; sodium hydride; ozone; zinc(II) chloride; Lindlar's catalyst; In tetrahydrofuran; tetrachloromethane; ethanol;
DOI:10.1021/ja00216a025

Reference yield:

: 4196-36-5
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl 4-nitrobenzoate

: 89023-68-7,113889-64-8
1,3,4,5,7-penta-2,6-anhydro-D-glycero-L-gulo-hepitol

Guidance literature:: Multi-step reaction with 5 steps

1: HBr / CH₂Cl₂ / 0.08 h / Ambient temperature

2: 60.6 percent / zinc chloride / tetrahydrofuran; CCl₄ / 0.5 h / Heating

3: 99 percent / quinoline, H₂ / 5percent Pd/CaCO₃/Pb / ethanol / 12 h / 760 Torr

4: 1) O₃, 2) NaBH₄ / 1) CH₂Cl₂, DMF, -78 deg C; 2) RT, 2 h

5: 88.9 percent / NaH / tetrahydrofuran / 13 h / Ambient temperature

With quinoline; sodium tetrahydroborate; hydrogen bromide; hydrogen; sodium hydride; ozone; zinc(II) chloride; Lindlar's catalyst; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane;
DOI:10.1021/ja00216a025