methyl (E)-(6S,7R)-8-(N,N-dibenzylamino)-6,7-isopropylidenedioxy-4-octenoate

Base Information

Chemical Name:methyl (E)-(6S,7R)-8-(N,N-dibenzylamino)-6,7-isopropylidenedioxy-4-octenoate
CAS No.:496771-89-2
Molecular Formula:C₂₆H₃₃NO₄
Molecular Weight:423.552
Hs Code.:

Synonyms:methyl (E)-(6S,7R)-8-(N,N-dibenzylamino)-6,7-isopropylidenedioxy-4-octenoate

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Chemical Property of methyl (E)-(6S,7R)-8-(N,N-dibenzylamino)-6,7-isopropylidenedioxy-4-octenoate

Chemical Property:

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Technology Process of methyl (E)-(6S,7R)-8-(N,N-dibenzylamino)-6,7-isopropylidenedioxy-4-octenoate

There total 4 articles about methyl (E)-(6S,7R)-8-(N,N-dibenzylamino)-6,7-isopropylidenedioxy-4-octenoate 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:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 496771-89-2
methyl (E)-(6S,7R)-8-(N,N-dibenzylamino)-6,7-isopropylidenedioxy-4-octenoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 percent / tetrahydrofuran / 12 h / 20 °C

2.1: 96 percent / aq. sodium periodate; silica gel / CH₂Cl₂ / 1.5 h / 20 °C

3.1: glacial acetic acid; sodium cyanoborohydride / methanol / 72 h / 20 °C

3.2: pyridine; acetic anhydride / 3 h / 20 °C

3.3: 99 percent / aq. K₂CO₃ / methanol / 12 h

4.1: 44.1 g / propionic acid / toluene / 16 h / Heating

With sodium periodate; silica gel; sodium cyanoborohydride; acetic acid; propionic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; 4.1: Claisen rearrangement;
DOI:10.3987/com-02-s(m)40

Reference yield:

: 141436-58-0,126113-84-6
(-)-(1R)-1-[(4R,5S)-5-((1S)-1-hydroxyallyl)-2,2-dimethyl[1,3]dioxolan-4-yl]ethane-1,2-diol

: 496771-89-2
methyl (E)-(6S,7R)-8-(N,N-dibenzylamino)-6,7-isopropylidenedioxy-4-octenoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / aq. sodium periodate; silica gel / CH₂Cl₂ / 1.5 h / 20 °C

2.1: glacial acetic acid; sodium cyanoborohydride / methanol / 72 h / 20 °C

2.2: pyridine; acetic anhydride / 3 h / 20 °C

2.3: 99 percent / aq. K₂CO₃ / methanol / 12 h

3.1: 44.1 g / propionic acid / toluene / 16 h / Heating

With sodium periodate; silica gel; sodium cyanoborohydride; acetic acid; propionic acid; In methanol; dichloromethane; toluene; 3.1: Claisen rearrangement;
DOI:10.3987/com-02-s(m)40

Reference yield:

: (3aS,6S,6aS)-2,2-dimethyl-6-vinyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol

: 496771-89-2
methyl (E)-(6S,7R)-8-(N,N-dibenzylamino)-6,7-isopropylidenedioxy-4-octenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: glacial acetic acid; sodium cyanoborohydride / methanol / 72 h / 20 °C

1.2: pyridine; acetic anhydride / 3 h / 20 °C

1.3: 99 percent / aq. K₂CO₃ / methanol / 12 h

2.1: 44.1 g / propionic acid / toluene / 16 h / Heating

With sodium cyanoborohydride; acetic acid; propionic acid; In methanol; toluene; 2.1: Claisen rearrangement;
DOI:10.3987/com-02-s(m)40