(S)-benzyl 3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)azetidine-1-carboxylate

Base Information

• Chemical Name: (S)-benzyl 3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)azetidine-1-carboxylate
• CAS No.: 1379079-52-3
• Molecular Formula: C₂₃H₂₈N₂O₄
• Molecular Weight: 396.486
• Mol file: 1379079-52-3.mol

Synonyms:(S)-benzyl 3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)azetidine-1-carboxylate

Chemical Property of (S)-benzyl 3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)azetidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl 3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)azetidine-1-carboxylate

There total 6 articles about (S)-benzyl 3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)azetidine-1-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: 67.0%

(R)-benzyl 3-((tert-butoxycarbonylamino)(phenyl)methyl)-3-nitroazetidine-1-carboxylate (1379079-51-2) → (S)-benzyl 3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)azetidine-1-carboxylate (1379079-52-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 20 - 110 ℃; for 4h;

DOI:10.1039/c2cc32225k

Reference yield:

benzyl 3-iodoazetidine-1-carboxylate (939759-26-9) → (S)-benzyl 3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)azetidine-1-carboxylate (1379079-52-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 3,5-dihydroxyphenol; urea; sodium nitrite / N,N-dimethyl-formamide / 19 h / 50 °C

2.1: CHF₃O₃S*C₃₂H₃₈N₆O₂ / toluene / 20 °C

2.2: 20 h / -20 °C

3.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 4 h / 20 - 110 °C

With 3,5-dihydroxyphenol; 2,2'-azobis(isobutyronitrile); CHF₃O₃S*C₃₂H₃₈N₆O₂; tri-n-butyl-tin hydride; urea; sodium nitrite; In N,N-dimethyl-formamide; toluene; 2.1: Aza-Henry reaction;

DOI:10.1039/c2cc32225k

Reference yield:

benzyl 3-nitroazetidine-1-carboxylate (1379079-50-1) → (S)-benzyl 3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)azetidine-1-carboxylate (1379079-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CHF₃O₃S*C₃₂H₃₈N₆O₂ / toluene / 20 °C

1.2: 20 h / -20 °C

2.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 4 h / 20 - 110 °C

With 2,2'-azobis(isobutyronitrile); CHF₃O₃S*C₃₂H₃₈N₆O₂; tri-n-butyl-tin hydride; In toluene; 1.1: Aza-Henry reaction;

DOI:10.1039/c2cc32225k

upstream raw materials:

benzyl 3-iodoazetidine-1-carboxylate

benzyl 3-nitroazetidine-1-carboxylate

(R)-benzyl 3-((tert-butoxycarbonylamino)(phenyl)methyl)-3-nitroazetidine-1-carboxylate

benzyl 3-(trifluoromethylsulfonyloxy)azetidine-1-carboxylate

Downstream raw materials:

2,4-dichloro-N-((1-((1-methyl-1H-imidazol-4-yl) sulfonyl)azetidin-3-yl)(phenyl) methyl) benzamide

2,4-dichloro-N-((1-((1-methyl-1H-imidazol-4-yl) sulfonyl)azetidin-3-yl)(phenyl) methyl) benzamide

(S)-tert-butyl (azetidin-3-yl(phenyl)methyl)carbamate

(S)-tert-butyl((1-((1-methyl-1H-imidazol-4-yl)sulfonyl)azetidin-3-yl)(phenyl)methyl) carbamate