Fmoc-Thr(Trt)-OH

Base Information

• Chemical Name: Fmoc-Thr(Trt)-OH
• CAS No.: 133180-01-5
• Molecular Formula: C38H33NO5
• Molecular Weight: 583.684
• Hs Code.: 2924297099
• European Community (EC) Number: 812-920-7
• DSSTox Substance ID: DTXSID70457825
• Wikidata: Q72479064
• Mol file: 133180-01-5.mol

Synonyms:Fmoc-Thr(Trt)-OH;133180-01-5;Fmoc-O-trityl-L-threonine;(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-trityloxybutanoic acid;N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-trityl-L-threonine;(2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(trityloxy)butanoic acid;MFCD00237034;Fmoc-L-Thr(Trt)-OH;SCHEMBL1738680;DTXSID70457825;JARBLLDDSTVWSM-IJAHGLKVSA-N;AKOS015895554;AM82254;HY-W048732;CS-0101062;M03391;(2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(trityloxy)butanoicacid;(2S,3R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(trityloxy)butanoic acid;N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-trityl-L-threonine (Fmoc-L-Thr(Trt)-OH)

Chemical Property of Fmoc-Thr(Trt)-OH

Chemical Property:

• Vapor Pressure: 7.95E-24mmHg at 25°C
• Refractive Index: 1.632
• Boiling Point: 753 °C at 760 mmHg
• PKA: 3.31±0.10(Predicted)
• Flash Point: 409.2 °C
• PSA: 84.86000
• Density: 1.241 g/cm³
• LogP: 7.76640
• Storage Temp.: -20°C
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 583.23587315
• Heavy Atom Count: 44
• Complexity: 868

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-O-trityl-L-threonine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)OC(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6
• Isomeric SMILES: C[C@H]([C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)OC(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6

Technology Process of Fmoc-Thr(Trt)-OH

There total 3 articles about Fmoc-Thr(Trt)-OH 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:

trityl chloride (76-83-5) → Fmoc-O-trityl-l-threonine (133180-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) DMAP, Et₃N, 2) gl. acetic acid, TFE / 2) CH₂Cl₂, 0 deg C

2: aq. NaOH / dioxane; H₂O

With dmap; sodium hydroxide; 2,2,2-trifluoroethanol; acetic acid; triethylamine; In 1,4-dioxane; water;

DOI:10.1016/S0040-4039(00)79471-8

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + H-Thr(Trt)OH (133179-99-4) → Fmoc-O-trityl-l-threonine (133180-01-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; Yield given;

DOI:10.1016/S0040-4039(00)79471-8

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + H-Thr(Trt)-OSiMe3*HCl → Fmoc-O-trityl-l-threonine (133180-01-5)

Guidance literature:

In 1,4-dioxane; water; Yield given;

DOI:10.1016/S0040-4039(00)79471-8

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

H-Thr(Trt)OH

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

trityl chloride

Downstream raw materials:

2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-trityloxy-butyric acid tert-butyl ester

2-{(S)-1-[(2-{(S)-1-[(2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-trityloxy-butyrylamino]-2-methyl-propyl}-thiazole-4-carbonyl)-amino]-2-methyl-propyl}-thiazole-4-carboxylic acid allyl ester

2-{(S)-1-[(2-{(S)-1-[(2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-trityloxy-butyrylamino]-2-methyl-propyl}-oxazole-4-carbonyl)-amino]-2-methyl-propyl}-thiazole-4-carboxylic acid allyl ester

2-{(S)-1-[(2-{(S)-1-[(2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-trityloxy-butyrylamino]-ethyl}-thiazole-4-carbonyl)-amino]-ethyl}-thiazole-4-carboxylic acid allyl ester

Refernces