(1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one

Base Information

Chemical Name:(1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one
CAS No.:290836-04-3
Molecular Formula:C₁₅H₁₉NO₅
Molecular Weight:293.32
Hs Code.:

Synonyms:(1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one

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Chemical Property of (1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one

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Technology Process of (1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one

There total 11 articles about (1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one 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: 65.0%

: 290835-94-8
(1S,7aS)-1-(4-Methoxybenzyloxy)-1,2,5,7a-tetrahydro-3H-pyrrolizin-3-one

: 290836-04-3
(1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In acetone; at 20 ℃; for 30h;

Reference yield:

: (2S,4S)-4-(Buta-1,3-dienyl)-2-(4-methoxyphenyl)-1,3-dioxane

: 290836-04-3
(1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: DIBAL-H / CH₂Cl₂ / 1.5 h / 0 - 20 °C

1.2: 63 percent / I₂ / benzene / 1 h / 20 °C / UV-irradiation

2.1: 2.44 g / (COCl)2; DMSO; Et₃N / dimethylsulfoxide / 1.92 h / -60 °C

3.1: 2.67 g / aq. NaClO₂; NaH₂PO₄*H₂O; 2-methylbut-2-ene / 2-methyl-propan-2-ol / 0.67 h / 0 - 20 °C

4.1: 2.32 g / pyridine / tetrahydrofuran / 20 h / 20 °C

5.1: 1.51 g / hydroxylamine hydrochloride; Et₃N / CH₂Cl₂ / 3 h / 20 °C

6.1: Bu₄NIO₄ / CHCl₃ / 2 h / 22 °C

7.1: 91 percent / Na(Hg); Na₂HPO₄ / ethanol / 14 h / 0 °C

8.1: Et₃N / CH₂Cl₂ / 0.83 h / 0 - 20 °C

9.1: 326 mg / LDA / tetrahydrofuran / 2 h / -78 - 20 °C

10.1: 65 percent / aq. OsO₄; NMO / acetone / 30 h / 20 °C

With pyridine; sodium chlorite; disodium hydrogenphosphate; sodium dihydrogenphosphate; osmium(VIII) oxide; N-methyl-2-indolinone; sodium amalgam; 2-methyl-but-2-ene; oxalyl dichloride; hydroxylamine hydrochloride; diisobutylaluminium hydride; tetrabutylammonium periodite; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; acetone; tert-butyl alcohol; 2.1: Swern oxidation;

Reference yield:

: 127-65-1
chloroamine-T

: 290835-94-8
(1S,7aS)-1-(4-Methoxybenzyloxy)-1,2,5,7a-tetrahydro-3H-pyrrolizin-3-one

: 290836-04-3
(1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one

: 290835-95-9
N-[(1R,2S,7S,7aS)-2-Hydroxy-7-(4-methoxybenzyloxy)-5-oxohexahydro-1H-pyrrolizin-1-yl]-4-methylbenzenesulfonamide

: N-[(1R,2S,7S,7aS)-1-Hydroxy-7-(4-methoxybenzyloxy)-5-oxohexahydro-1H-pyrrolizin-2-yl]-4-methylbenzenesulfonamide

Guidance literature:: With potassium osmate(VI); 1,4-bis(9-O-dihydroquinidine)phthalazine; In tert-butyl alcohol; at 22 ℃; for 72h; Further Variations:; Reagents; Solvents; Time; Product distribution;