(1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate

Base Information

• Chemical Name: (1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate
• CAS No.: 1170695-83-6
• Molecular Formula: C₂₄H₂₇N₃O₅
• Molecular Weight: 437.495

Synonyms:(1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate

Chemical Property of (1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate

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Technology Process of (1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate

There total 1 articles about (1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate 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: 85.0%

(1S,3R,4S,5R,6S,7S)-ethyl 4,5-bis(benzyloxy)-3-(hydroxymethyl)-2-oxabicyclo[4.1.0]heptane-7-carboxylate (1170695-82-5) → (1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate (1170695-83-6)

Guidance literature:

With hydrogen azide; triphenylphosphine; diethylazodicarboxylate; In toluene; for 1h;

DOI:10.1016/j.tetasy.2009.03.009

Reference yield: 82.0%

(1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate (1170695-83-6) → (1S,3R,4S,5R,6S,7S)-3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylic acid (1170695-84-7)

Guidance literature:

(1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate; With lithium hydroxide; water; In tetrahydrofuran; for 16h;

In tetrahydrofuran; water;

DOI:10.1016/j.tetasy.2009.03.009

Reference yield:

(1S,3R,4S,5R,6S,7S)-ethyl 3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylate (1170695-83-6) → C24H29NO5

Guidance literature:

With Lindlar's catalyst; hydrogen; In ethanol; for 5h;

DOI:10.1016/j.tetasy.2009.03.009

upstream raw materials:

(1S,3R,4S,5R,6S,7S)-ethyl 4,5-bis(benzyloxy)-3-(hydroxymethyl)-2-oxabicyclo[4.1.0]heptane-7-carboxylate

Downstream raw materials:

(1S,3R,4S,5R,6S,7S)-3-(azidomethyl)-4,5-bis(benzyloxy)-2-oxabicyclo[4.1.0]heptane-7-carboxylic acid

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