(4'S,5'R,6'R)-4-(5'-Hydroxy-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione

Base Information

Chemical Name:(4'S,5'R,6'R)-4-(5'-Hydroxy-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione
CAS No.:156568-15-9
Molecular Formula:C₁₇H₂₁NO₆
Molecular Weight:335.357
Hs Code.:

Synonyms:(4'S,5'R,6'R)-4-(5'-Hydroxy-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione

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Chemical Property of (4'S,5'R,6'R)-4-(5'-Hydroxy-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione

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Technology Process of (4'S,5'R,6'R)-4-(5'-Hydroxy-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione

There total 3 articles about (4'S,5'R,6'R)-4-(5'-Hydroxy-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione 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: 94.0%

: 156568-14-8
(4'S,5'R,6'R)-4-(5'-(Methoxymethoxy)-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione

: 156568-15-9
(4'S,5'R,6'R)-4-(5'-Hydroxy-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1021/jo00090a025

Reference yield:

: 4-((4S,5R,6R)-6-Benzyloxymethyl-5-methoxymethoxy-[1,3]dioxan-4-yl)-2,6-dioxo-piperidine-3-carboxylic acid tert-butyl ester

: 156568-15-9
(4'S,5'R,6'R)-4-(5'-Hydroxy-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / DMSO, NaCl, H₂O / 1 h / 160 - 170 °C

2: 94 percent / aq. HCl / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; water; dimethyl sulfoxide; sodium chloride; In tetrahydrofuran;
DOI:10.1021/jo00090a025

Reference yield:

: (4'S,5'R,6'R)-Ethyl 3-(5'-(methoxymethoxy)-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)acrylate

: 156568-15-9
(4'S,5'R,6'R)-4-(5'-Hydroxy-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)-2,6-piperidinedione

Guidance literature:: Multi-step reaction with 3 steps

1: t-BuOK / tetrahydrofuran / 5 h / 0 °C

2: 63 percent / DMSO, NaCl, H₂O / 1 h / 160 - 170 °C

3: 94 percent / aq. HCl / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; potassium tert-butylate; water; dimethyl sulfoxide; sodium chloride; In tetrahydrofuran;
DOI:10.1021/jo00090a025