(1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate

Base Information

• Chemical Name: (1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate
• CAS No.: 1421333-30-3
• Molecular Formula: C₅₁H₅₀N₂O₇
• Molecular Weight: 802.967
• Mol file: 1421333-30-3.mol

Synonyms:(1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate

Chemical Property of (1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate

There total 3 articles about (1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate 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: 76.0%

Fmoc-Leu-OH (35661-60-0) + 2-[(4-{[(1'S,2'S)-1'-hydroxy-1',3'-dihydro-1H,2'H-2,2'-biinden-2'-yl]methyl}benzoyl)amino]ethyl acetate (1421333-29-0) → (1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate (1421333-30-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In ethyl acetate; at 20 ℃; for 12h;

Reference yield:

4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid (1380445-03-3) → (1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate (1421333-30-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 12 h / 20 °C

2: 2,4,6-trimethyl-pyridine / dichloromethane / 1 h / -78 - 20 °C

3: dicyclohexyl-carbodiimide; dmap / ethyl acetate / 12 h / 20 °C

With 2,4,6-trimethyl-pyridine; dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate;

Reference yield:

4-{[(1'S,2'S)-1'-hydroxy-1',3'-dihydro-1H,2'H-2,2'-biinden-2'-yl]methyl}-N-(2-hydroxyethyl)benzamide (1421333-01-8) → (1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate (1421333-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,4,6-trimethyl-pyridine / dichloromethane / 1 h / -78 - 20 °C

2: dicyclohexyl-carbodiimide; dmap / ethyl acetate / 12 h / 20 °C

With 2,4,6-trimethyl-pyridine; dmap; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate;

upstream raw materials:

Fmoc-Leu-OH

2-[(4-{[(1'S,2'S)-1'-hydroxy-1',3'-dihydro-1H,2'H-2,2'-biinden-2'-yl]methyl}benzoyl)amino]ethyl acetate

4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid

4-{[(1'S,2'S)-1'-hydroxy-1',3'-dihydro-1H,2'H-2,2'-biinden-2'-yl]methyl}-N-(2-hydroxyethyl)benzamide

Downstream raw materials:

(1R,2R)-2-{4-[(2-hydroxyethyl)carbamoyl]benzyl}-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl L-leucinate

C₃₆H₄₀N₂O₅