4-[(4S,5R,6R)-6-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-[1,3]dioxan-4-yl]-piperidine-2,6-dione

Base Information

Chemical Name:4-[(4S,5R,6R)-6-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-[1,3]dioxan-4-yl]-piperidine-2,6-dione
CAS No.:156568-18-2
Molecular Formula:C₂₃H₃₅NO₆Si
Molecular Weight:449.62
Hs Code.:

Synonyms:4-[(4S,5R,6R)-6-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-[1,3]dioxan-4-yl]-piperidine-2,6-dione

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Chemical Property of 4-[(4S,5R,6R)-6-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-[1,3]dioxan-4-yl]-piperidine-2,6-dione

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Technology Process of 4-[(4S,5R,6R)-6-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-[1,3]dioxan-4-yl]-piperidine-2,6-dione

There total 4 articles about 4-[(4S,5R,6R)-6-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-[1,3]dioxan-4-yl]-piperidine-2,6-dione 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: 92.0%

: 69739-34-0
t-butyldimethylsiyl triflate

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

: 156568-18-2
4-[(4S,5R,6R)-6-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-[1,3]dioxan-4-yl]-piperidine-2,6-dione

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; for 0.166667h; Ambient temperature;
DOI:10.1021/jo00090a025

Reference yield:

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

: 156568-18-2
4-[(4S,5R,6R)-6-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-[1,3]dioxan-4-yl]-piperidine-2,6-dione

Guidance literature:: Multi-step reaction with 2 steps

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

2: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / Ambient temperature

With 2,6-dimethylpyridine; hydrogenchloride; In tetrahydrofuran; dichloromethane;
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

: 156568-18-2
4-[(4S,5R,6R)-6-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-[1,3]dioxan-4-yl]-piperidine-2,6-dione

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / Ambient temperature

With 2,6-dimethylpyridine; hydrogenchloride; water; dimethyl sulfoxide; sodium chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00090a025