1,6-anhydro-3-O-benzoyl-2,4-dideoxy-4-C-(2Z-octenyl)-β-D-arabino-hexopyranose

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Chemical Name:1,6-anhydro-3-O-benzoyl-2,4-dideoxy-4-C-(2Z-octenyl)-β-D-arabino-hexopyranose
CAS No.:644961-55-7
Molecular Formula:C₂₁H₂₈O₄
Molecular Weight:344.451
Hs Code.:

Synonyms:1,6-anhydro-3-O-benzoyl-2,4-dideoxy-4-C-(2Z-octenyl)-β-D-arabino-hexopyranose

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Chemical Property of 1,6-anhydro-3-O-benzoyl-2,4-dideoxy-4-C-(2Z-octenyl)-β-D-arabino-hexopyranose

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Technology Process of 1,6-anhydro-3-O-benzoyl-2,4-dideoxy-4-C-(2Z-octenyl)-β-D-arabino-hexopyranose

There total 1 articles about 1,6-anhydro-3-O-benzoyl-2,4-dideoxy-4-C-(2Z-octenyl)-β-D-arabino-hexopyranose 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: 87.0%

: 98-88-4
benzoyl chloride

: 473248-06-5
1,6-anhydro-2,4-dideoxy-4-C-[(2Z)-octenyl]-β-D-arabino-hexopyranose

: 644961-55-7
1,6-anhydro-3-O-benzoyl-2,4-dideoxy-4-C-(2Z-octenyl)-β-D-arabino-hexopyranose

Guidance literature:: With pyridine; at 20 ℃; for 0.5h;
DOI:10.1023/A:1026053111451

Reference yield:

: 644961-55-7
1,6-anhydro-3-O-benzoyl-2,4-dideoxy-4-C-(2Z-octenyl)-β-D-arabino-hexopyranose

: ethyl (2'R,3'S,4'R,6'S,5RS)-7-[4-benzoyloxy-6-methoxy-3-(2Z-octenyl)tetrahydropyran-2-yl]-5-hydroxy-6E-heptenoate

Guidance literature:: Multi-step reaction with 4 steps

1: HCl / methanol / 1 h

2: (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -70 °C

3: 0.98 g / benzyltriethylammonium chloride; aq. NaOH / CH₂Cl₂ / 0.33 h / 0 °C

4: 95 percent / NaBH₄ / 0.5 h

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; N-benzyl-N,N,N-triethylammonium chloride; dimethyl sulfoxide; In methanol; dichloromethane; 2: Swern oxidation / 3: Emmons-Horner reaction;
DOI:10.1023/A:1026053111451

Reference yield:

: 644961-55-7
1,6-anhydro-3-O-benzoyl-2,4-dideoxy-4-C-(2Z-octenyl)-β-D-arabino-hexopyranose

: Benzoic acid (2S,3S,4R,6S)-2-formyl-6-methoxy-3-((Z)-oct-2-enyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: HCl / methanol / 1 h

2: (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -70 °C

With hydrogenchloride; oxalyl dichloride; dimethyl sulfoxide; In methanol; dichloromethane; 2: Swern oxidation;
DOI:10.1023/A:1026053111451