Fmoc-L-Dab(Boc)-OBn

Base Information

• Chemical Name: Fmoc-L-Dab(Boc)-OBn
• CAS No.: 668985-69-1
• Molecular Formula: C₃₁H₃₄N₂O₆
• Molecular Weight: 530.621
• Mol file: 668985-69-1.mol

Synonyms:Fmoc-L-Dab(Boc)-OBn

Chemical Property of Fmoc-L-Dab(Boc)-OBn

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Fmoc-L-Dab(Boc)-OBn

There total 1 articles about Fmoc-L-Dab(Boc)-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: 98.0%

benzyl bromide (100-39-0) + (S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid (125238-99-5,114360-56-4) → Fmoc-L-Dab(Boc)-OBn (668985-69-1)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 26h;

DOI:10.1021/ja039671y

Reference yield:

Fmoc-L-Dab(Boc)-OBn (668985-69-1) → 4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester; hydrochloride

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 25 ℃; for 0.833333h;

DOI:10.1021/ja039671y

Reference yield:

Fmoc-L-Dab(Boc)-OBn (668985-69-1) → (S)-2-Amino-4-[(S)-2-[(R)-2-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-propionylamino]-2-(3-chloro-4-hydroxy-phenyl)-acetylamino]-butyric acid benzyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: aq. HCl / ethyl acetate / 0.83 h / 25 °C

2: 573 mg / 3-(diethoxylphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; NaHCO₃ / tetrahydrofuran / 36 h / 0 - 25 °C

3: Bu₄NF / propan-2-ol; dimethylformamide / 1 h / 25 °C / sonication

With hydrogenchloride; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/ja039671y

upstream raw materials:

benzyl bromide

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

Downstream raw materials:

Fmoc-L-Dab(Boc-L-Leu-D-Ala-L-Chp)-OBn

Fmoc-L-Asn(Trt)-L-Dab(Boc-L-Leu-D-Ala-L-Chp)-OBn

Refernces