(4S)-3-benzyl-4-[(1'R)-4'-(benzyloxy)-1'-(formyloxy)butyl]-2-oxooxazolidine-4-carboxylic acid

Base Information

Chemical Name:(4S)-3-benzyl-4-[(1'R)-4'-(benzyloxy)-1'-(formyloxy)butyl]-2-oxooxazolidine-4-carboxylic acid
CAS No.:1315158-54-3
Molecular Formula:C₂₃H₂₅NO₇
Molecular Weight:427.454
Hs Code.:

Synonyms:(4S)-3-benzyl-4-[(1'R)-4'-(benzyloxy)-1'-(formyloxy)butyl]-2-oxooxazolidine-4-carboxylic acid

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Chemical Property of (4S)-3-benzyl-4-[(1'R)-4'-(benzyloxy)-1'-(formyloxy)butyl]-2-oxooxazolidine-4-carboxylic acid

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Technology Process of (4S)-3-benzyl-4-[(1'R)-4'-(benzyloxy)-1'-(formyloxy)butyl]-2-oxooxazolidine-4-carboxylic acid

There total 5 articles about (4S)-3-benzyl-4-[(1'R)-4'-(benzyloxy)-1'-(formyloxy)butyl]-2-oxooxazolidine-4-carboxylic acid 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: 67.0%

: 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

: 1315158-54-3
(4S)-3-benzyl-4-[(1'R)-4'-(benzyloxy)-1'-(formyloxy)butyl]-2-oxooxazolidine-4-carboxylic acid

Guidance literature:: (5R,6R,,9R)-1-benzyl-6-[3-(benzyloxy)propyl]-8,9-dihydroxy-3,7-dioxa-1-azaspiro[4.4]nonan-2-one; With sodium periodate; In methanol; water; at 20 ℃; for 2h; Inert atmosphere;

With sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; In water; acetonitrile; tert-butyl alcohol; at 0 - 20 ℃; for 17.16h; 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

: 1315158-54-3
(4S)-3-benzyl-4-[(1'R)-4'-(benzyloxy)-1'-(formyloxy)butyl]-2-oxooxazolidine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 4 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

4.1: sodium periodate / methanol; water / 2 h / 20 °C / Inert atmosphere

4.2: 17.16 h / 0 - 20 °C / Inert atmosphere

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

Reference yield:

: 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

: 1315158-54-3
(4S)-3-benzyl-4-[(1'R)-4'-(benzyloxy)-1'-(formyloxy)butyl]-2-oxooxazolidine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: sodium periodate / methanol; water / 2 h / 20 °C / Inert atmosphere

2.2: 17.16 h / 0 - 20 °C / Inert atmosphere

With sodium periodate; trifluoroacetic acid; In methanol; water;
DOI:10.2478/s11696-011-0030-5