1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1)

Base Information

• Chemical Name: 1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1)
• CAS No.: 82717-91-7
• Molecular Formula: C₇H₈O₃S*C₁₆H₂₁NO₂
• Molecular Weight: 431.553
• Mol file: 82717-91-7.mol

Synonyms:1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1)

Chemical Property of 1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1)

Chemical Property:

• PSA: 101.08000
• LogP: 5.30180

Purity/Quality:

≥95% ^*data from raw suppliers

1H-Indole-2-carboxylicacid,octahydro-,phenylmethylester,4-methylbenzenesulfonate1:1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1)

There total 6 articles about 1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1) 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: 93.0%

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid (80875-98-5,2055118-14-2) + toluene-4-sulfonic acid (104-15-4) + benzyl alcohol (100-51-6,185532-71-2) → (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid phenylmethyl ester 4-methylbenzenesulfonate (94062-52-9,82717-91-7)

Guidance literature:

In toluene; for 4h; Heating;

DOI:10.1021/jm00106a030

Reference yield: 92.0%

(+/-)-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid (80828-13-3,80875-98-5,82717-40-6,87679-20-7,87679-39-8,87679-51-4,87679-58-1,88547-85-7,88585-94-8,96844-78-9,108507-42-2,145438-94-4,145438-95-5,145513-90-2,145513-91-3,145513-92-4,145513-93-5,2055118-14-2) + toluene-4-sulfonic acid (104-15-4) + benzyl alcohol (100-51-6,185532-71-2) → (+/-)-benzyl (2S,3aS,7aS)-octahydroindole-2-carboxylate p-toluenesulfonic acid salt (82717-91-7)

Guidance literature:

In toluene; for 4h; Heating;

DOI:10.1016/j.tetasy.2007.09.006

Reference yield:

(S)-indoline-2-carboxylic acid (79815-20-6,78348-24-0) → (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid phenylmethyl ester 4-methylbenzenesulfonate (94062-52-9,82717-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / H₂ / 10percent Pd/C / acetic acid / 18 h / 50 °C / 36775.4 Torr

2: 93 percent / toluene / 4 h / Heating

With hydrogen; palladium on activated charcoal; In acetic acid; toluene;

DOI:10.1021/jm00106a030

upstream raw materials:

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

toluene-4-sulfonic acid

benzyl alcohol

(S)-indoline-2-carboxylic acid

Refernces

• 1、 -. "Process for the preparation of intermediates of perindopril". Page/Page column 4. . Retrieved 2010/11/25.
• 2、 -. "Process for the preparation of intermediates of trandolapril and use thereof for the preparation of trandolapril". Page/Page column 5. . Retrieved 2010/10/20.