(2S,4R)-Benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride

Base Information

• Chemical Name: (2S,4R)-Benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride
• CAS No.: 62147-27-7
• Molecular Formula: C12H15 N O3 . Cl H
• Molecular Weight: 257.717
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90583711
• Mol file: 62147-27-7.mol

Synonyms:62147-27-7;(2S,4R)-Benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride;H-Hyp-Obzl.HCl;L-4-Hydroxy-proline benzyl ester hydrochloride;BENZYL (2S,4R)-4-HYDROXYPYRROLIDINE-2-CARBOXYLATE HYDROCHLORIDE;L-4-HYDROXY-PROLINE BENZYL ESTER, HCL;benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate;hydrochloride;H-Hyp-OBzl HCl;L-Hydroxyproline benzyl ester hydrochloride;MFCD00237998;TRANS-L-4-HYDROXY-PROLINE BENZYL ESTER HCL;SCHEMBL1784263;DTXSID90583711;AKOS015998660;AS-71652;(2S,4R)-2-Cbz-4-hydroxypyrrolidine HCl;CS-0127680;benzyl(4R)-4-hydroxy-L-prolinate hydrochloride;trans-4-hydroxy-L-proline benzyl ester hydrochloride;trans-L-4-Hydroxy-proline benzyl ester hydrochloride;(2S,4R)-Benzyl 4-hydroxypyrrolidine-2-carboxylate HCl;Benzyl (4R)-4-hydroxy-L-prolinate hydrochloride (1:1);(trans)-4-hydroxy-L-proline, phenylmethyl ester, hydrochloride;Benzyl (4R)-4-hydroxy-L-prolinate--hydrogen chloride (1/1);(2S,4R)-benzyl 4-hydroxypyrrolidine-2-carboxylate, hydrochloride;L-4-Hydroxy-proline benzyl ester hydrochloride, >=98.0% (HPLC)

Chemical Property of (2S,4R)-Benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride

Chemical Property:

• Vapor Pressure: 4.31E-07mmHg at 25°C
• Melting Point: 162-165oC
• Boiling Point: 399.3oC at 760 mmHg
• Flash Point: 195.3oC
• PSA: 58.56000
• LogP: 1.58340
• Storage Temp.: -15°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 257.0818711
• Heavy Atom Count: 17
• Complexity: 238

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-4-trans-Hydroxyproline benzyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CNC1C(=O)OCC2=CC=CC=C2)O.Cl
• Isomeric SMILES: C1[C@H](CN[C@@H]1C(=O)OCC2=CC=CC=C2)O.Cl
• Uses: L-4-Hydroxy-proline benzyl ester, HCl

Technology Process of (2S,4R)-Benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride

There total 1 articles about (2S,4R)-Benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride 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:

N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester (89813-47-8) → (2S,4R)-benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride (62147-27-7,1864003-48-4)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 3h;

Reference yield: 95.0%

N-benzyloxycarbonyl-L-treonine (19728-63-3) + (2S,4R)-benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride (62147-27-7,1864003-48-4) → CbzThrHypOBn

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 0 - 25 ℃;

DOI:10.1016/S0968-0896(00)00097-3

Reference yield: 91.0%

tert-Butylacetic acid (1070-83-3) + (2S,4R)-benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride (62147-27-7,1864003-48-4) → benzyl (2S,4R)-1-(3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxylate

Guidance literature:

tert-Butylacetic acid; (2S,4R)-benzyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

DOI:10.1021/jm5011258

upstream raw materials:

N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester

Downstream raw materials:

Boc-Leu-MeA-MeA-Hyp-OBzl

Boc-Gln-S-EtA-Hyp-OBzl

Boc-Gln-R-EtA-Hyp-OBzl

Boc-Gln-S-EtA-Hyp-Ala-Phol

Refernces