(R)-3-(((9H-fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid

Base Information

• Chemical Name: (R)-3-(((9H-fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid
• CAS No.: 133054-21-4
• Molecular Formula: C₁₉H₁₇NO₄S
• Molecular Weight: 355.414
• Hs Code.: 29225090
• European Community (EC) Number: 625-650-8,807-929-8
• Wikidata: Q76146218
• ChEMBL ID: CHEMBL565091
• Mol file: 133054-21-4.mol

Synonyms:Fmoc-thz-OH;133054-21-4;(R)-3-(((9H-fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid;423719-54-4;Fmoc-L-thiazolidine-4-carboxylic acid;(-)-(R)-Fmoc-4-thiazolidinecarboxylic acid;CHEMBL565091;(4R)-3-(9H-fluoren-9-ylmethoxycarbonyl)-1,3-thiazolidine-4-carboxylic acid;SB-02066;(4R)-3-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1,3-thiazolane-4-carboxylic acid;Fmoc-Thiopro-OH;Fmoc-L-thioproline;Oprea1_314767;SCHEMBL120649;BDBM50480755;MFCD00235910;AKOS012614533;CCG-256522;PS-11001;CS-0089862;EN300-657484;FMOC-(R)-THIAZOLIDINE-4-CARBOXYLIC ACID;J-006295;Z1123720073;(R)-N-(9-Fluorenylmethyloxycarbonyl)-thiazolidine-4-carboxylic acid;(4R)-3-{[(9H-fluoren-9-yl)methoxy]carbonyl}-1,3-thiazolidine-4-carboxylic acid

Chemical Property of (R)-3-(((9H-fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 7.66E-15mmHg at 25°C
• Melting Point: 153-158 °C
• Refractive Index: 1.667
• Boiling Point: 591.614 °C at 760 mmHg
• PKA: 3.47±0.20(Predicted)
• Flash Point: 311.597 °C
• PSA: 92.14000
• Density: 1.402 g/cm³
• LogP: 3.33290
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 355.08782920
• Heavy Atom Count: 25
• Complexity: 506

Purity/Quality:

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

Fmoc-D-Thz-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N(CS1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O
• Isomeric SMILES: C1[C@H](N(CS1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

Technology Process of (R)-3-(((9H-fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid

There total 1 articles about (R)-3-(((9H-fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-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:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + L-thioproline (34592-47-7,2756-91-4,6070-92-4,60731-25-1) → Fmoc-L-thiazolidine-4-carboxylic acid (133054-21-4)

Guidance literature:

In aq. buffer; at 20 ℃; for 0.5h; pH=8;

DOI:10.1021/acs.chemrestox.6b00271

Reference yield: 9.0%

Fmoc-Pro-OH (1175902-42-7) + Fmoc-Val-OH (68858-20-8) + Fmoc-Leu-OH (35661-60-0) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) + Fmoc-D-Phe-OH (86123-10-6) + Fmoc-His(Trt)-OH (109425-51-6) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) + (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(allyloxy)-5-oxopentanoic acid (204251-86-5) + Fmoc-L-thiazolidine-4-carboxylic acid (133054-21-4) → c(RVHLfPYOrnThzq)

Guidance literature:

(R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(allyloxy)-5-oxopentanoic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; Automated synthesizer;

With piperidine; In 1-methyl-pyrrolidin-2-one; for 0.5h; Automated synthesizer;

Fmoc-Pro-OH; Fmoc-Val-OH; Fmoc-Leu-OH; Fmoc-Tyr(tBu)-OH; Fmoc-D-Phe-OH; Fmoc-His(Trt)-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Fmoc-L-thiazolidine-4-carboxylic acid; protected L-ornithine; Further stages;

DOI:10.1039/c0cc04670a

Reference yield: 6.0%

Fmoc-Pro-OH (1175902-42-7) + Fmoc-Val-OH (68858-20-8) + Fmoc-Leu-OH (35661-60-0) + Fmoc-Ile-OH (71989-23-6,251316-98-0) + Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + Fmoc-D-Phe-OH (86123-10-6) + Fmoc-His(Trt)-OH (109425-51-6) + (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(allyloxy)-5-oxopentanoic acid (204251-86-5) + Fmoc-L-thiazolidine-4-carboxylic acid (133054-21-4) → c(IVTLfPHKThzq)

Guidance literature:

(R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(allyloxy)-5-oxopentanoic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; Automated synthesizer;

With piperidine; In 1-methyl-pyrrolidin-2-one; for 0.5h; Automated synthesizer;

Fmoc-Pro-OH; Fmoc-Val-OH; Fmoc-Leu-OH; Fmoc-Ile-OH; Fmoc-Lys(tert-butoxycarbonyl); Fmoc-Thr(tBu)-OH; Fmoc-D-Phe-OH; Fmoc-His(Trt)-OH; Fmoc-L-thiazolidine-4-carboxylic acid; Further stages;

DOI:10.1039/c0cc04670a

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

L-thioproline

Downstream raw materials:

C₃₉H₆₆N₁₀O₈S

C₃₈H₆₄N₁₂O₈S

Refernces