(3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-octahydro-isoquinoline-2,3-dicarboxylic acid 3-ethyl ester 2-methyl ester

Base Information

• Chemical Name: (3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-octahydro-isoquinoline-2,3-dicarboxylic acid 3-ethyl ester 2-methyl ester
• CAS No.: 503177-11-5
• Molecular Formula: C₂₁H₂₈N₆O₄
• Molecular Weight: 428.491
• Mol file: 503177-11-5.mol

Synonyms:

Chemical Property of (3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-octahydro-isoquinoline-2,3-dicarboxylic acid 3-ethyl ester 2-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-octahydro-isoquinoline-2,3-dicarboxylic acid 3-ethyl ester 2-methyl ester

There total 3 articles about (3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-octahydro-isoquinoline-2,3-dicarboxylic acid 3-ethyl ester 2-methyl 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:

ethyl (3S,4aR,6S,8aR)-6-(2-cyanophenylamino)-2-(methoxycarbonyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate (503177-10-4) → (3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-octahydro-isoquinoline-2,3-dicarboxylic acid 3-ethyl ester 2-methyl ester (503177-11-5)

Guidance literature:

With azido tributyltin (IV); at 80 ℃; for 72h;

DOI:10.1021/jm0491952

Reference yield:

ethyl (3S,4aR,8aR)-6-oxo-2-(methoxycarbonyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate → (3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-octahydro-isoquinoline-2,3-dicarboxylic acid 3-ethyl ester 2-methyl ester (503177-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / AcOH; NaBH(OAc)3 / 1,2-dichloro-ethane / 27 h / 20 °C

2: n-Bu₃SnN₃ / 72 h / 80 °C

With sodium tris(acetoxy)borohydride; acetic acid; azido tributyltin (IV); In 1,2-dichloro-ethane;

DOI:10.1021/jm0491952

Reference yield:

anthranilic acid nitrile (1885-29-6) → (3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-octahydro-isoquinoline-2,3-dicarboxylic acid 3-ethyl ester 2-methyl ester (503177-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / AcOH; NaBH(OAc)3 / 1,2-dichloro-ethane / 27 h / 20 °C

2: n-Bu₃SnN₃ / 72 h / 80 °C

With sodium tris(acetoxy)borohydride; acetic acid; azido tributyltin (IV); In 1,2-dichloro-ethane;

DOI:10.1021/jm0491952

upstream raw materials:

ethyl (3S,4aR,6S,8aR)-6-(2-cyanophenylamino)-2-(methoxycarbonyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate

anthranilic acid nitrile

Downstream raw materials:

(3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-decahydro-isoquinoline-3-carboxylic acid