(2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azide

Base Information

Chemical Name:(2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azide
CAS No.:157435-87-5
Molecular Formula:C₁₅H₁₆N₄O₅
Molecular Weight:332.316
Hs Code.:

Synonyms:(2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azide

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Technology Process of (2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azide

There total 11 articles about (2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azide 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: 82.0%

: 157435-86-4
(2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azido-(1,1-dimethylethyl) ester

: 157435-87-5
(2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azide

Guidance literature:: With methoxybenzene; trifluoroacetic acid; for 0.25h;
DOI:10.1021/jo00096a031

Reference yield:

: 93740-92-2
Hexanedioic acid 3-oxo-1-methyl-6-(1,1-dimethylethyl)ester

: 157435-87-5
(2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azide

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / H₂ / S-Ru-BINAP / methanol; tetrahydrofuran / 20 h / 65 °C / 2585.7 Torr

2: 1.) Me₃Al / 1.) CH₂Cl₂, hexane, ice bath cooling to r.t., 1 h, 2.) CH₂Cl₂, overnight

3: 90 percent / PPh₃, CCl₄, Et₃N / acetonitrile

4: H₂ / 10percent Pd/C / methanol / 1.5 h

5: Et₃N / CH₂Cl₂ / 0.5 h

6: 67 percent / i-Pr₂NEt, TMSN₃ / acetonitrile / 48 h

7: 73 percent / Cs₂CO₃ / acetonitrile / 4 h

8: 82 percent / anisole, TFA / 0.25 h

With tetrachloromethane; trimethylsilylazide; hydrogen; trimethylaluminum; caesium carbonate; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; S-Ru-BINAP; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo00096a031

Reference yield:

: 157435-79-5
(S)-Hexanedioic acid 3-hydroxy-1-methyl-6-(1,1-dimethylethyl)ester

: 157435-87-5
(2R,3R)-2-Azetidinepropanoic acid 1-<2-(phenylmethoxy)-2-oxoethyl>-4-oxo-3-azide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) Me₃Al / 1.) CH₂Cl₂, hexane, ice bath cooling to r.t., 1 h, 2.) CH₂Cl₂, overnight

2: 90 percent / PPh₃, CCl₄, Et₃N / acetonitrile

3: H₂ / 10percent Pd/C / methanol / 1.5 h

4: Et₃N / CH₂Cl₂ / 0.5 h

5: 67 percent / i-Pr₂NEt, TMSN₃ / acetonitrile / 48 h

6: 73 percent / Cs₂CO₃ / acetonitrile / 4 h

7: 82 percent / anisole, TFA / 0.25 h

With tetrachloromethane; trimethylsilylazide; hydrogen; trimethylaluminum; caesium carbonate; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo00096a031