3-[(1alpha)-2beta-Nitrocyclopropyl]alanine

Base Information

Chemical Name:3-[(1alpha)-2beta-Nitrocyclopropyl]alanine
CAS No.:543713-61-7
Molecular Formula:C₆H₁₀N₂O₄
Molecular Weight:174.156
Hs Code.:
DSSTox Substance ID:DTXSID901218445
Nikkaji Number:J653.751K

Synonyms:DTXSID901218445;3-[(1alpha)-2beta-Nitrocyclopropyl]alanine;(alphaS,1S,2S)-alpha-Amino-2-nitrocyclopropanepropanoic acid;543713-61-7

Suppliers and Price of 3-[(1alpha)-2beta-Nitrocyclopropyl]alanine

Supply Marketing:

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

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Chemical Property of 3-[(1alpha)-2beta-Nitrocyclopropyl]alanine

Chemical Property:

XLogP3:-2.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:174.06405680
Heavy Atom Count:12
Complexity:212

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1C(C1[N+](=O)[O-])CC(C(=O)O)N
Isomeric SMILES:C1[C@@H]([C@H]1[N+](=O)[O-])C[C@@H](C(=O)O)N

Technology Process of 3-[(1alpha)-2beta-Nitrocyclopropyl]alanine

There total 1 articles about 3-[(1alpha)-2beta-Nitrocyclopropyl]alanine 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:

: C₃₁H₃₀N₄O₅^(2-)*Ni⁽²⁺⁾

: (S)-2-N-(N-benzyl-L-prolyl)aminobenzophenone hydrochloride

: 543713-61-7
(2S,1'R,2'S)-2-amino-3-(2-nitrocyclopropyl)propionic acid

Guidance literature:: With hydrogenchloride; In methanol; for 0.116667h; Heating;
DOI:10.1002/ejoc.200390131

Reference yield:

: 543713-61-7
(2S,1'R,2'S)-2-amino-3-(2-nitrocyclopropyl)propionic acid

: 725240-07-3
(S)-3-((1R,2S)-2-Amino-cyclopropyl)-2-((S)-2-benzyloxycarbonylamino-propionylamino)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / Na₂CO₃; KOH / H₂O; dioxane / 36 h / 20 - 35 °C

2: Zn; AcOH / 5 h / 20 °C

3: 0.358 g / aq. Na₂CO₃ / dimethylformamide / 1.5 h / 20 °C

4: 81 percent / DIEA; DMAP / CH₂Cl₂ / 3 h / 0 °C

5: i-Pr₃SiH; TFA / CH₂Cl₂ / 4 h / 20 °C

6: 0.179 g / HOAt; EDC; TMP / CH₂Cl₂ / 16 h / 0 - 20 °C

7: Et₂NH / tetrahydrofuran / 2 h / 20 °C

With dmap; potassium hydroxide; 1-hydroxy-7-aza-benzotriazole; chlorotriisopropylsilane; sodium carbonate; thymidine 5'-phosphate; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol049409+

Reference yield:

: 543713-61-7
(2S,1'R,2'S)-2-amino-3-(2-nitrocyclopropyl)propionic acid

: (S)-2-Amino-3-[(1S,2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-cyclopropyl]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / Na₂CO₃; KOH / H₂O; dioxane / 36 h / 20 - 35 °C

2: Zn; AcOH / 5 h / 20 °C

3: 0.358 g / aq. Na₂CO₃ / dimethylformamide / 1.5 h / 20 °C

4: 81 percent / DIEA; DMAP / CH₂Cl₂ / 3 h / 0 °C

5: i-Pr₃SiH; TFA / CH₂Cl₂ / 4 h / 20 °C

With dmap; potassium hydroxide; chlorotriisopropylsilane; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol049409+