(1S,2R,3S,7R)-benzyl 7-azido-2,3-di-O-benzyl-4-oxocycloheptanecarboxylate

Base Information

Chemical Name:(1S,2R,3S,7R)-benzyl 7-azido-2,3-di-O-benzyl-4-oxocycloheptanecarboxylate
CAS No.:1346167-14-3
Molecular Formula:C₂₉H₂₉N₃O₅
Molecular Weight:499.566
Hs Code.:

Synonyms:(1S,2R,3S,7R)-benzyl 7-azido-2,3-di-O-benzyl-4-oxocycloheptanecarboxylate

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Chemical Property of (1S,2R,3S,7R)-benzyl 7-azido-2,3-di-O-benzyl-4-oxocycloheptanecarboxylate

Chemical Property:

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Technology Process of (1S,2R,3S,7R)-benzyl 7-azido-2,3-di-O-benzyl-4-oxocycloheptanecarboxylate

There total 4 articles about (1S,2R,3S,7R)-benzyl 7-azido-2,3-di-O-benzyl-4-oxocycloheptanecarboxylate 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:

: 1346167-13-2
C₂₂H₂₃N₃O₅

: 100-39-0
benzyl bromide

: 1346167-14-3
(1S,2R,3S,7R)-benzyl 7-azido-2,3-di-O-benzyl-4-oxocycloheptanecarboxylate

Guidance literature:: With caesium carbonate; In acetonitrile; at 60 ℃; for 0.25h; Inert atmosphere;
DOI:10.1039/c1ob06038d

Reference yield:

: 1208102-25-3
(1R,2R,3R,4R,5R)-5-azido-1-benzoyloxy-2,3-dibenzyloxy-4-benzyloxymethyl-cycloheptane

: 1346167-14-3
(1S,2R,3S,7R)-benzyl 7-azido-2,3-di-O-benzyl-4-oxocycloheptanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid; zinc(II) chloride / 3 h / 20 °C / Inert atmosphere

2: sodium methylate / methanol / 20 °C / Inert atmosphere

3: Jones reagent / water; acetone / 3 h / 0 °C / Inert atmosphere

4: caesium carbonate / acetonitrile / 0.25 h / 60 °C / Inert atmosphere

With Jones reagent; sodium methylate; caesium carbonate; acetic acid; zinc(II) chloride; In methanol; water; acetone; acetonitrile;
DOI:10.1039/c1ob06038d

Reference yield:

: 1346167-11-0
(1R,2R,3R,4R,5R)-4-(acetoxymethyl)-5-azido-1-O-benzoyl-2,3-di-O-benzylcycloheptane

: 1346167-14-3
(1S,2R,3S,7R)-benzyl 7-azido-2,3-di-O-benzyl-4-oxocycloheptanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium methylate / methanol / 20 °C / Inert atmosphere

2: Jones reagent / water; acetone / 3 h / 0 °C / Inert atmosphere

3: caesium carbonate / acetonitrile / 0.25 h / 60 °C / Inert atmosphere

With Jones reagent; sodium methylate; caesium carbonate; In methanol; water; acetone; acetonitrile;
DOI:10.1039/c1ob06038d