(2R,3R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-3-propylpyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2R,3R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-3-propylpyrrolidine-2-carboxylic acid
CAS No.:123724-33-4
Molecular Formula:C₁₃H₂₃NO₄
Molecular Weight:257.33
Hs Code.:
DSSTox Substance ID:DTXSID601128079
Nikkaji Number:J274.327B

Synonyms:DTXSID601128079;123724-33-4;1,2-Pyrrolidinedicarboxylic acid, 3-propyl-, 1-(1,1-dimethylethyl) ester, (2R-trans)-

Suppliers and Price of (2R,3R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-3-propylpyrrolidine-2-carboxylic acid

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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)-1-[(2-methylpropan-2-yl)oxycarbonyl]-3-propylpyrrolidine-2-carboxylic acid

Chemical Property:

XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:257.16270821
Heavy Atom Count:18
Complexity:321

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCC1CCN(C1C(=O)O)C(=O)OC(C)(C)C
Isomeric SMILES:CCC[C@@H]1CCN([C@H]1C(=O)O)C(=O)OC(C)(C)C

Technology Process of (2R,3R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-3-propylpyrrolidine-2-carboxylic acid

There total 3 articles about (2R,3R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-3-propylpyrrolidine-2-carboxylic acid 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:

: 123877-36-1
N-<(tert-butyloxy)carbonyl>-trans-3-n-propylproline

: 123724-33-4
N-<(tert-butyloxy)carbonyl>-trans-3-n-propyl-D-proline

Guidance literature:: Multi-step reaction with 2 steps

1: 35 percent / EDCI, HOBt*H₂O / CH₂Cl₂ / 23 °C

2: 1. 8 N HCl, acetic acid 2. N,N-diisopropylethylamine / 1. heating 2. dioxane/H₂O, 23 deg C

With hydrogenchloride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo00288a045

Reference yield:

: 123724-26-5,123724-27-6,131176-82-4
N-<(tert-butyloxy)carbonyl>-3-n-propylproline methyl ester

: 123724-33-4
N-<(tert-butyloxy)carbonyl>-trans-3-n-propyl-D-proline

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / 1 N NaOH / methanol / 20 h / 23 °C

2: 35 percent / EDCI, HOBt*H₂O / CH₂Cl₂ / 23 °C

3: 1. 8 N HCl, acetic acid 2. N,N-diisopropylethylamine / 1. heating 2. dioxane/H₂O, 23 deg C

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/jo00288a045

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 123724-31-2
(2R,3R)-2-((S)-1-Phenyl-ethylcarbamoyl)-3-propyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 123724-33-4
N-<(tert-butyloxy)carbonyl>-trans-3-n-propyl-D-proline

Guidance literature:: With hydrogenchloride; acetic acid; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1. heating 2. dioxane/H₂O, 23 deg C;
DOI:10.1021/jo00288a045