Fmoc-Ala-Pro-OBn

Base Information

Chemical Name:Fmoc-Ala-Pro-OBn
CAS No.:245115-69-9
Molecular Formula:C₃₀H₃₀N₂O₅
Molecular Weight:498.579
Hs Code.:

Synonyms:Fmoc-Ala-Pro-OBn

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Chemical Property of Fmoc-Ala-Pro-OBn

Chemical Property:

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Technology Process of Fmoc-Ala-Pro-OBn

There total 2 articles about Fmoc-Ala-Pro-OBn 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: 88.0%

: 35661-39-3,136132-75-7
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 16652-71-4
benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

: 245115-69-9
Fmoc-Ala-Pro-OBn

Guidance literature:: With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; for 11h;
DOI:10.1021/jo9914566

Reference yield: 80.0%

: 1158245-85-2
(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanethioic S-acid

: 41324-66-7
H-Pro-OBzl

: 245115-69-9
Fmoc-Ala-Pro-OBn

Guidance literature:: With isopentyl nitrite; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Darkness;
DOI:10.1021/ol1031393

Reference yield:

: 245115-69-9
Fmoc-Ala-Pro-OBn

: 268215-68-5
cyclo[Ala-Pro-Phe-Ser(thiaz)-Thr(rprenyl)-Ser(rprenyl)Ile]

Guidance literature:: Multi-step reaction with 13 steps

1: 99 percent / H₂ / Pd/C / ethyl acetate; ethanol / 17 h / 20 °C

2: 79 percent / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / 11 h / -5 °C

3: 96 percent / H₂ / Pd/C / ethyl acetate; ethanol / 17 h / 20 °C

4: 3.88 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / 11 h / -5 °C

5: 90 percent / H₂ / Pd/C / ethyl acetate; ethanol / 20 h / 20 °C

6: 102 mg / PyBOP; (i-Pr)2NEt / CH₂Cl₂ / 16 h / 20 °C

7: 73.6 mg / tris(2-aminoethyl)amine / CH₂Cl₂ / 0.5 h / 20 °C

8: 60.1 mg / Bu₄NOH / tetrahydrofuran / 4 h / 0 °C

9: 7.1 mg / HATU; (i-Pr)2NEt / dimethylformamide / 168 h / 20 °C

10: 5.2 mg / NH₄F; Bu₄NF / tetrahydrofuran / 0.5 h / 20 °C

11: 63 percent / DAST / CH₂Cl₂ / 1 h / -20 °C

12: 88 percent / H₂S; Et₃N / methanol / 48 h / 20 °C

13: 76 percent / DAST / CH₂Cl₂ / 1 h / 0 °C

With ammonium fluoride; 2,2',2''-triaminotriethylamine; diethyl cyanophosphonate; hydrogen sulfide; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Condensation / 3: Hydrogenolysis / 4: Condensation / 5: Hydrogenolysis / 6: Condensation / 7: carbamate cleavage / 8: ester cleavage / 9: Cyclization / 10: desilylation / 11: Dehydration / 12: Ring cleavage / 13: Cyclization;
DOI:10.1021/jo9914566