(5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-one

Base Information

Chemical Name:(5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-one
CAS No.:1315158-49-6
Molecular Formula:C₂₃H₂₇NO₆
Molecular Weight:413.47
Hs Code.:

Synonyms:(5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-one

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Chemical Property of (5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-one

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Technology Process of (5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-one

There total 4 articles about (5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-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%

: 1315158-46-3
(3aR,4'S,5R,6aR)-3-benzyl-5-[3-(benzyloxy)propyl]-2,2-dimethyldihydro-3aHspiro[furo[2,3-d][1,3]dioxole-6,4'-oxazolidin]-2'-one

: 1315158-49-6
(5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-one

Guidance literature:: With trifluoroacetic acid; In water; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.2478/s11696-011-0030-5

Reference yield:

: 1315158-40-7
ethyl 3-{(3aR,4'S,5R,6aR)-2,2-dimethyl-2'-oxodihydro-3aH-spiro[furo[2,3-d][1,3]-dioxole-6,4'-oxazolidine]-5-yl}propanoate

: 1315158-49-6
(5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 0.08 h / -15 °C / Inert atmosphere

1.2: 2 h / -15 - -5 °C / Inert atmosphere

1.3: 0.5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 3.16 h / 0 - 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / water / 5 h / 20 °C / Inert atmosphere

With boron trifluoride diethyl etherate; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.2478/s11696-011-0030-5

Reference yield:

: 1315158-43-0
(3aR,4'S,5R,6aR)-5-(3-hydroxypropyl)-2,2-dimethyldihydro-3aH-spiro[furo[2,3-d][1,3]dioxole-6,4'-oxazolidin]-2'-one

: 1315158-49-6
(5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

1.2: 3.16 h / 0 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / water / 5 h / 20 °C / Inert atmosphere

With sodium hydride; trifluoroacetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.2478/s11696-011-0030-5