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

Base Information

• Chemical Name: (3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-decahydro-isoquinoline-3-carboxylic acid
• CAS No.: 503176-97-4
• Molecular Formula: C₁₇H₂₂N₆O₂
• Molecular Weight: 342.401
• Mol file: 503176-97-4.mol

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

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

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]-decahydro-isoquinoline-3-carboxylic acid

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

(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) → (3S,4aR,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenylamino]-decahydro-isoquinoline-3-carboxylic acid (503176-97-4)

Guidance literature:

With hydrogenchloride; at 90 ℃; 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]-decahydro-isoquinoline-3-carboxylic acid (503176-97-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: n-Bu₃SnN₃ / 72 h / 80 °C

3: 0.060 g / aq. HCl / 72 h / 90 °C

With hydrogenchloride; 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]-decahydro-isoquinoline-3-carboxylic acid (503176-97-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: n-Bu₃SnN₃ / 72 h / 80 °C

3: 0.060 g / aq. HCl / 72 h / 90 °C

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

DOI:10.1021/jm0491952

upstream raw materials:

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

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