(1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide

Base Information

Chemical Name:(1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide
CAS No.:921772-50-1
Molecular Formula:C₂₂H₁₉NO₄
Molecular Weight:361.397
Hs Code.:

Synonyms:(1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide

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Chemical Property of (1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide

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Technology Process of (1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide

There total 1 articles about (1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide 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: 80.0%

: 136918-14-4,85-41-6
phthalimide

: 328926-83-6
(4aR,7R,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

: 921772-50-1
(1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1002/hlca.200790127

Reference yield:

: 921772-50-1
(1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide

: (1S,4R,5S)-1-amino-4-O-phosphonomethyl-5-hydroxy-2-cyclohexene ammonium salt

Guidance literature:: Multi-step reaction with 3 steps

1.1: AcOH; water / 1 h / 95 °C

2.1: (MeO)3PO; POCl₃ / 5 h / 0 °C

2.2: 60 percent / 0.5 h

3.1: N₂H₄ / ethanol / 16 h / 95 °C

3.2: 43 percent / Dowex 400X

With trimethyl phosphite; water; acetic acid; hydrazine; trichlorophosphate; In ethanol;
DOI:10.1002/hlca.200790127

Reference yield:

: 921772-50-1
(1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide

: cyclohexenyl nicotinamide adenine dinucleotide triethylammonium salt

Guidance literature:: Multi-step reaction with 5 steps

1.1: AcOH; water / 1 h / 95 °C

2.1: (MeO)3PO; POCl₃ / 5 h / 0 °C

2.2: 60 percent / 0.5 h

3.1: N₂H₄ / ethanol / 16 h / 95 °C

3.2: 43 percent / Dowex 400X

4.1: iPr₂EtN / methanol; H₂O / 4 h / 55 °C

4.2: methanol; H₂O

4.3: 92 percent / Dowex 50X₈-200

5.1: 12 percent / AgNO₃ / dimethylformamide; pyridine / 16 h / 20 °C

With trimethyl phosphite; water; silver nitrate; acetic acid; N-ethyl-N,N-diisopropylamine; hydrazine; trichlorophosphate; In pyridine; methanol; ethanol; water; N,N-dimethyl-formamide; 4.1: Zincke reaction;
DOI:10.1002/hlca.200790127