Fmoc-L-beta-homoproline

Base Information

• Chemical Name: Fmoc-L-beta-homoproline
• CAS No.: 193693-60-6
• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.402
• Hs Code.: 29339900
• European Community (EC) Number: 804-930-5
• DSSTox Substance ID: DTXSID20375823
• Nikkaji Number: J928.890B
• Wikidata: Q72478480
• Mol file: 193693-60-6.mol

Synonyms:193693-60-6;Fmoc-L-beta-homoproline;(S)-2-(1-(((9H-Fluoren-9-yl)methoxy)carbonyl)pyrrolidin-2-yl)acetic acid;Fmoc-beta-HoPro-OH;Fmoc-|A-HoPro-OH;2-[(2S)-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidin-2-yl]acetic acid;MFCD01863058;2-[(2S)-1-{[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}PYRROLIDIN-2-YL]ACETIC ACID;FMOC-HOMOPRO-OH;Fmoc-L-pipecolic acid;Fmoc-Pip-OH;(S)-2-(1-Fmoc-2-pyrrolidinyl)acetic acid;(2S)-1-Fmoc-2-pyrrolidineacetic acid;Fmoc-L-beta-HomoPro-OH;Fmoc-I(2)-HoPro-OH;Fmoc-Pro-(C#CH2)OH;Fmoc-L-|A-Homo-Pro-OH;SCHEMBL119493;DTXSID20375823;Fmoc--HoPro-OH Fmoc-L--homoproline;AKOS015912160;DS-7891;AC-22090;AC-25441;(s)-2-(1-fmoc-pyrrolidin-2-yl)acetic acid;CS-0035439;EN300-816553;F12329;Fmoc-L-beta3-homoproline, >=98.0% (HPLC);A813660;J-012541;S-193693-60-6;(2S)-1-(9H-Fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-acetic acid;{(2S)-1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-pyrrolidinyl}acetic acid;(S)-2-Carboxymethyl-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of Fmoc-L-beta-homoproline

Chemical Property:

• Vapor Pressure: 1.8E-13mmHg at 25°C
• Melting Point: 175-177 °C
• Refractive Index: 1.615
• Boiling Point: 562.1 °C at 760 mmHg
• PKA: 4.56±0.10(Predicted)
• Flash Point: 293.7 °C
• PSA: 66.84000
• Density: 1.282 g/cm³
• LogP: 3.81250
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 351.14705815
• Heavy Atom Count: 26
• Complexity: 514

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-L-beta-homoproline ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)CC(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)CC(=O)O
• Uses: It is an important organic intermediate used in agrochemicals, pharmaceuticals and dyestuff fields. It is also used in peptide synthesis and drug screening . Fmoc-L-beta-homoproline

Technology Process of Fmoc-L-beta-homoproline

There total 4 articles about Fmoc-L-beta-homoproline 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: 83.0%

Fmoc-Pro-DAM (201864-70-2) → Fmoc-β3-HPro-OH (193693-60-6)

Guidance literature:

With silver(I) acetate; triethylamine; In tetrahydrofuran; water;

DOI:10.1002/hlca.19980810107

Reference yield:

Fmoc-Pro-OH (71989-31-6) → Fmoc-β3-HPro-OH (193693-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran / 0.25 h / -25 - -20 °C

2: tetrahydrofuran; diethyl ether / 0 °C

3: 83 percent / AgOAc, Et₃N / tetrahydrofuran; H₂O

With silver(I) acetate; triethylamine; In tetrahydrofuran; diethyl ether; water;

DOI:10.1002/hlca.19980810107

Reference yield:

(S)-2-Ethoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester → Fmoc-β3-HPro-OH (193693-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; diethyl ether / 0 °C

2: 83 percent / AgOAc, Et₃N / tetrahydrofuran; H₂O

With silver(I) acetate; triethylamine; In tetrahydrofuran; diethyl ether; water;

DOI:10.1002/hlca.19980810107

upstream raw materials:

Fmoc-Pro-DAM

Fmoc-Pro-OH

Downstream raw materials:

C₃₃H₃₃N₃O₆

Boc-(S)-β³-HPro-(S)-β³-HPro-(S)-β³-HPro-(S)-β³-HPro-(S)-β³-HPro-(S)-β³-HPro-OBn