(7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-7-C-phenyl-D-allo-hept-1-enitol

Base Information

Chemical Name:(7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-7-C-phenyl-D-allo-hept-1-enitol
CAS No.:250598-81-3
Molecular Formula:C₂₀H₂₂O₄
Molecular Weight:326.392
Hs Code.:

Synonyms:(7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-7-C-phenyl-D-allo-hept-1-enitol

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Chemical Property of (7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-7-C-phenyl-D-allo-hept-1-enitol

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Technology Process of (7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-7-C-phenyl-D-allo-hept-1-enitol

There total 9 articles about (7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-7-C-phenyl-D-allo-hept-1-enitol 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: 82.0%

: 250598-92-6
(7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-7-C-phenyl-D-altro-hept-1-enitol

: 250598-81-3
(7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-7-C-phenyl-D-allo-hept-1-enitol

Guidance literature:: With sulfuric acid; In 1,4-dioxane; for 1h; Heating;
DOI:10.1016/S0968-0896(99)00164-9

Reference yield:

: 7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4
2,3,5,6-di-O-isopropylidene-D-mannofuranose

: 250598-81-3
(7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-7-C-phenyl-D-allo-hept-1-enitol

Guidance literature:: Multi-step reaction with 10 steps

1: NaH / dimethylsulfoxide / 1 h / 0 - 20 °C

2: 26 percent / NaH / dimethylformamide / 0.5 h / 0 °C

3: 95 percent / H₂ / 10 percent Pd-BaSO₄ / methanol / 4 h

4: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1 h / -78 °C

5: 58 percent / tetrahydrofuran / 4 h / 0 °C

6: 90 percent / NaH / dimethylformamide / 0.5 h / 20 °C

7: 85 percent / AcOH / H₂O / 8 h / 20 °C

8: 85 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

9: 82 percent / NaI / butan-2-one / 12 h / Heating

10: 82 percent / 5 percent aq. H₂SO₄ / dioxane / 1 h / Heating

With oxalyl dichloride; sulfuric acid; hydrogen; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; sodium iodide; palladium on barium sulfate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; butanone; 1: Substitution / 2: Alkylation / 3: Catalytic hydrogenation / 4: Oxidation / 5: Grignard reaction / 6: Alkylation / 7: Ring cleavage / 8: mesylation / 9: Elimination / 10: Ring cleavage;
DOI:10.1016/S0968-0896(99)00164-9

Reference yield:

: 250598-83-5
[(3aR,6R,6aS)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-methanol

: 250598-81-3
(7S)-3,6-anhydro-7-O-benzyl-1,2-dideoxy-7-C-phenyl-D-allo-hept-1-enitol

Guidance literature:: Multi-step reaction with 9 steps

1: 26 percent / NaH / dimethylformamide / 0.5 h / 0 °C

2: 95 percent / H₂ / 10 percent Pd-BaSO₄ / methanol / 4 h

3: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1 h / -78 °C

4: 58 percent / tetrahydrofuran / 4 h / 0 °C

5: 90 percent / NaH / dimethylformamide / 0.5 h / 20 °C

6: 85 percent / AcOH / H₂O / 8 h / 20 °C

7: 85 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

8: 82 percent / NaI / butan-2-one / 12 h / Heating

9: 82 percent / 5 percent aq. H₂SO₄ / dioxane / 1 h / Heating

With oxalyl dichloride; sulfuric acid; hydrogen; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; sodium iodide; palladium on barium sulfate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; butanone; 1: Alkylation / 2: Catalytic hydrogenation / 3: Oxidation / 4: Grignard reaction / 5: Alkylation / 6: Ring cleavage / 7: mesylation / 8: Elimination / 9: Ring cleavage;
DOI:10.1016/S0968-0896(99)00164-9