acetic acid 5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester

Base Information

• Chemical Name: acetic acid 5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester
• CAS No.: 1026032-05-2
• Molecular Formula: C₂₁H₁₈BrClFNO₂
• Molecular Weight: 450.735
• Mol file: 1026032-05-2.mol

Synonyms:acetic acid 5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester

Chemical Property of acetic acid 5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetic acid 5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester

There total 6 articles about acetic acid 5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester 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: 100.0%

((3S)-5-bromo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)methanol (1009099-49-3) + acetyl chloride (75-36-5) → acetic acid 5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester (1026032-05-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1002/jlcr.1146

Reference yield:

[(3R)-5-bromo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid (393509-05-2) → acetic acid 5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester (1026032-05-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / diethyl ether

2.1: KHMDS / tetrahydrofuran / 0.25 h / -78 °C

2.2: oxaziridine / tetrahydrofuran / 1 h

3.1: DIBAL-H / tetrahydrofuran; hexane / 1 h / -40 °C

4.1: sodium periodate / tetrahydrofuran; H₂O / 20 °C

5.1: DIBAL-H / tetrahydrofuran; toluene; hexane / -78 - -40 °C

6.1: 100 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 °C

With dmap; sodium periodate; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; toluene;

DOI:10.1002/jlcr.1146

Reference yield:

[5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl]-acetic acid methyl ester (571170-89-3) → acetic acid 5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester (1026032-05-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: KHMDS / tetrahydrofuran / 0.25 h / -78 °C

1.2: oxaziridine / tetrahydrofuran / 1 h

2.1: DIBAL-H / tetrahydrofuran; hexane / 1 h / -40 °C

3.1: sodium periodate / tetrahydrofuran; H₂O / 20 °C

4.1: DIBAL-H / tetrahydrofuran; toluene; hexane / -78 - -40 °C

5.1: 100 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 °C

With dmap; sodium periodate; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; toluene;

DOI:10.1002/jlcr.1146

upstream raw materials:

((3S)-5-bromo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)methanol

acetyl chloride

[(3R)-5-bromo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid

[5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl]-acetic acid methyl ester

Downstream raw materials:

acetic acid 5-acetyl-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester

methanesulfonic acid 5-acetyl-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-ylmethyl ester

1-((3S)-4-(4-chlorobenzyl)-7-fluoro-3-(hydroxymethyl)-1,2,3,4-tetrahydrocyclo-penta[b]indol-5-yl)ethanone