(1S,2R)-1-Amino-2-hydroxycyclopentane-1-carboxylic acid

Base Information

Chemical Name:(1S,2R)-1-Amino-2-hydroxycyclopentane-1-carboxylic acid
CAS No.:197247-93-1
Molecular Formula:C₆H₁₁NO₃
Molecular Weight:145.158
Hs Code.:
ChEMBL ID:CHEMBL3273923
DSSTox Substance ID:DTXSID40464288
Nikkaji Number:J1.435.964H
Wikidata:Q82289563
Mol file:197247-93-1.mol

Synonyms:197247-93-1;(1S,2R)-1-AMINO-2-HYDROXYCYCLOPENTANE-1-CARBOXYLIC ACID;Cyclopentanecarboxylic acid, 1-amino-2-hydroxy-, (1S,2R)- (9CI);CHEMBL3273923;DTXSID40464288

Suppliers and Price of (1S,2R)-1-Amino-2-hydroxycyclopentane-1-carboxylic acid

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of (1S,2R)-1-Amino-2-hydroxycyclopentane-1-carboxylic acid

Chemical Property:

PSA：83.55000
LogP:0.01360
XLogP3:-2.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:145.07389321
Heavy Atom Count:10
Complexity:159

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC(C(C1)(C(=O)O)N)O
Isomeric SMILES:C1C[C@H]([C@@](C1)(C(=O)O)N)O

Technology Process of (1S,2R)-1-Amino-2-hydroxycyclopentane-1-carboxylic acid

There total 1 articles about (1S,2R)-1-Amino-2-hydroxycyclopentane-1-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: 98.0%

: (3R,4aR,7aR)-3-Benzyl-2-oxo-hexahydro-cyclopenta[1,4]oxazine-4a-carbonitrile

: 197247-93-1
(1S,2R)-1-amino-2-hydroxycyclopentanecarboxylic acid

Guidance literature:: (3R,4aR,7aR)-3-Benzyl-2-oxo-hexahydro-cyclopenta[1,4]oxazine-4a-carbonitrile; With ozone; In ethyl acetate; at -78 ℃; for 0.666667h;

With oxonium;
DOI:10.1016/S0040-4039(01)00551-2

Reference yield:

: 197247-93-1
(1S,2R)-1-amino-2-hydroxycyclopentanecarboxylic acid

: (S)-1-Benzylamino-cyclopent-2-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Me₄N⁽¹⁺⁾*OH^(1-)*5H₂O / acetonitrile / 144 h / 20 °C

2.1: 40 percent / Tf₂O; pyridine / 21 h / -30 - 20 °C

3.1: TFA / CH₂Cl₂

4.2: NaBH₃CN / methanol / 20 °C

With pyridine; trifluoromethylsulfonic anhydride; tetramethyl ammoniumhydroxide; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(03)01316-9

Reference yield:

: 197247-93-1
(1S,2R)-1-amino-2-hydroxycyclopentanecarboxylic acid

: 597540-57-3
(S)-1-[(2-tert-Butoxycarbonylamino-acetyl)-(4-methoxy-benzyl)-amino]-cyclopent-2-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: Me₄N⁽¹⁺⁾*OH^(1-)*5H₂O / acetonitrile / 144 h / 20 °C

2.1: 40 percent / Tf₂O; pyridine / 21 h / -30 - 20 °C

3.1: TFA / CH₂Cl₂

4.2: NaBH₃CN / methanol / 22 h / 20 °C

5.1: O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; HOAt; Et₃N / dimethylformamide / 7 h / 20 °C

With pyridine; 1-hydroxy-7-aza-benzotriazole; trifluoromethylsulfonic anhydride; tetramethyl ammoniumhydroxide; triethylamine; HATU; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(03)01316-9