tert-Butyl L-prolinate hydrochloride

Base Information

• Chemical Name: tert-Butyl L-prolinate hydrochloride
• CAS No.: 5497-76-7
• Molecular Formula: C9H18ClNO2
• Molecular Weight: 207.7
• Hs Code.: 29224999
• European Community (EC) Number: 226-835-2
• DSSTox Substance ID: DTXSID90203503
• Mol file: 5497-76-7.mol

Synonyms:5497-76-7;H-Pro-OtBu.HCl;tert-Butyl L-prolinate hydrochloride;L-Proline tert-Butyl Ester Hydrochloride;H-PRO-OTBU HCL;L-Proline tert-butyl ester HCl;H-Pro-OtBu hydrochloride;L-proline t-butyl ester hydrochloride;tert-butyl (2S)-pyrrolidine-2-carboxylate hydrochloride;tert-Butyl L-prolinate HCl;L-Proline tert.butyl ester hydrochloride;(S)-tert-Butyl pyrrolidine-2-carboxylate hydrochloride;EINECS 226-835-2;tert-butyl (2S)-pyrrolidine-2-carboxylate;hydrochloride;Pro-OtBu HCl;MFCD00153459;SCHEMBL661790;DTXSID90203503;IUUYANMOEMBTBV-FJXQXJEOSA-N;proline t-butyl ester hydrochloride;L-proline-t-butylester hydrochloride;H-Pro-OtBu hydrochloride, AldrichCPR;proline tert-butyl ester hydrochloride;AKOS015844368;AKOS015905673;AM82202;CS-W015256;AS-11710;(s)-proline tert-butyl ester hydrochloride;P1729;(S)-tert-butyl pyrrolidine-2-carboxylate HCl;EN300-108906;F10931;L-proline-tert-butyl ester hydrogen chloride salt;A830435;W-105591;tert-Butyl (S)-pyrrolidine-2-carboxylate hydrochloride;(S)-Pyrrolidine-2-carboxylic acid tert-butyl ester hydrochloride

Chemical Property of tert-Butyl L-prolinate hydrochloride

Chemical Property:

• Appearance/Colour: white - off-white powder
• Vapor Pressure: 0.121mmHg at 25°C
• Melting Point: 110-112ºC
• Boiling Point: 219.2 ºC at 760 mmHg
• Flash Point: 86.4 ºC
• PSA: 38.33000
• LogP: 2.21090
• Storage Temp.: 0-6°C
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 207.1026065
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

L-Proline tert-butyl ester hydrochloride 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1CCCN1.Cl
• Isomeric SMILES: CC(C)(C)OC(=O)[C@@H]1CCCN1.Cl

Technology Process of tert-Butyl L-prolinate hydrochloride

There total 4 articles about tert-Butyl L-prolinate 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: 48.0%

isobutene (115-11-7,15220-85-6) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → L-proline tert-butyl ester hydrochloride (5497-76-7,184719-80-0,256478-96-3)

Guidance literature:

With sulfuric acid; In 1,4-dioxane;

DOI:10.1016/S0040-4020(01)91366-3

Reference yield:

N-BOC-proline tert-butyl ester (91237-84-2) → L-proline tert-butyl ester hydrochloride (5497-76-7,184719-80-0,256478-96-3)

Guidance literature:

With hydrogenchloride; In ethyl acetate; Yield given; Ambient temperature;

DOI:10.1021/jo00090a045

Reference yield:

proline tert-butyl ester (2812-46-6) → L-proline tert-butyl ester hydrochloride (5497-76-7,184719-80-0,256478-96-3)

Guidance literature:

Multi-step reaction with 2 steps

2: 1 M HCl / ethyl acetate / Ambient temperature

With hydrogenchloride; In ethyl acetate;

DOI:10.1021/jo00090a045

upstream raw materials:

N-BOC-proline tert-butyl ester

isobutene

L-proline

proline tert-butyl ester

Downstream raw materials:

(S)-tert-butyl 1-(2-(((benzyloxy)carbonyl)amino)acetyl)pyrrolidine-2-carboxylate

(S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

(S)-1-((R)-2-Benzyloxy-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

C₂₄H₃₀N₄SO₈

Refernces

• 1、 Thorsen, M.,Andersen, T. P.,Pedersen, U.,Yde, B.,Lawesson, S.-O.,Hansen. H. F.. "STUDIES ON AMINO ACIDS AND PEPTIDES X. HPLC-MEDIATED TEST OF 2,4-BIS(4-METHOXYPHENYL)-1,3,2,4-DITHIADIPHOSPHETANE 2,4-DISULFIDE (LAWESSONS'S REAGENT) AS A RACEMIZATIONFREE COUPLING REAGENT IN PEPTIDE SYNTHESIS". . p. 5633 - 5636. Retrieved 2007/10/02.