ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-carboxylate

Base Information

• Chemical Name: ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-carboxylate
• CAS No.: 725238-54-0
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• Mol file: 725238-54-0.mol

Synonyms:ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-carboxylate

Chemical Property of ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-carboxylate

There total 1 articles about ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-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: 49.0%

N-(1-ethoxy-1-oxoethylidene)-1-phenylmethanamine oxide (75103-73-0,75103-79-6,99948-25-1) + methylene cyclopropane (6142-73-0) → ethyl 6-(phenylmethyl)-5-oxa-6-azaspiro[2.4]heptane-7-carboxylate + ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-carboxylate (725238-54-0)

Guidance literature:

In toluene; at 60 ℃; for 120h;

DOI:10.1002/ejoc.200300595

Reference yield: 91.0%

ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-carboxylate (725238-54-0) → ethyl 4-oxo-1-(phenylmethyl)-2-azetidinecarboxylate (86694-80-6)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 50 ℃; for 1h;

DOI:10.1002/ejoc.200300595

Reference yield:

ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-carboxylate (725238-54-0) → ethyl 2-{[(benzyloxy)carbonyl]amino}-4-oxohex-5-enoate

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / H₂ / Pd(OH)2/C / methanol / 20 °C

2: 98 percent / NaHCO₃ / acetone; H₂O / 3 h / 0 °C

3: 95 percent / pyridine; O₂ / Pd(OAc)2 / toluene / 3 h / 80 °C / 3800 Torr

With pyridine; hydrogen; oxygen; sodium hydrogencarbonate; palladium diacetate; palladium dihydroxide; In methanol; water; acetone; toluene;

DOI:10.1021/jo050640q

upstream raw materials:

N-(1-ethoxy-1-oxoethylidene)-1-phenylmethanamine oxide

methylene cyclopropane

Downstream raw materials:

ethyl 4-oxo-1-(phenylmethyl)-2-azetidinecarboxylate

ethyl N-[(benzyloxy)carbonyl]-3-(1-hydroxycyclopropyl)alaninate