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

Base Information

Chemical Name:(3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-decahydro-isoquinoline-3-carboxylic acid
CAS No.:707542-25-4
Molecular Formula:C₁₇H₂₁N₅O₃
Molecular Weight:343.385
Hs Code.:

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

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

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Technology Process of (3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-decahydro-isoquinoline-3-carboxylic acid

There total 7 articles about (3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-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,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-octahydro-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester

: 707542-25-4
(3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-decahydro-isoquinoline-3-carboxylic acid

Guidance literature:: With hydrogenchloride; In ethyl acetate; at 20 ℃;
DOI:10.1021/jm0491952

Reference yield:

: 503293-69-4,162779-54-6
(3S,4aS,8aR)-6-Oxo-decahydro-isoquinoline-3-carboxylic acid ethyl ester

: 707542-25-4
(3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-decahydro-isoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / CH₂Cl₂ / 20 °C

2: 2.1 g / CeCl₃*7H₂O; NaBH₄ / ethanol / 5 h / -78 - 20 °C

3: 51 percent / PPh₃; pyridine; diethyl azodicarboxylate / tetrahydrofuran / 17 h / 70 °C

4: nBu₃SnN₃ / 72 h / 80 °C

5: aq. LiOH / tetrahydrofuran / 50 °C

6: 0.018 g / HCl(gas) / ethyl acetate / 20 °C

With pyridine; hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; triethylamine; triphenylphosphine; azido tributyltin (IV); diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; 3: Mitsunobu reaction;
DOI:10.1021/jm0491952

Reference yield:

: 1027374-85-1,1403766-62-0
(3S,4aR,8aR)-6-oxo-2-(tert-butoxycarbonyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylic acid ethyl ester

: 707542-25-4
(3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-decahydro-isoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 2.1 g / CeCl₃*7H₂O; NaBH₄ / ethanol / 5 h / -78 - 20 °C

2: 51 percent / PPh₃; pyridine; diethyl azodicarboxylate / tetrahydrofuran / 17 h / 70 °C

3: nBu₃SnN₃ / 72 h / 80 °C

4: aq. LiOH / tetrahydrofuran / 50 °C

5: 0.018 g / HCl(gas) / ethyl acetate / 20 °C

With pyridine; hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; triphenylphosphine; azido tributyltin (IV); diethylazodicarboxylate; In tetrahydrofuran; ethanol; ethyl acetate; 2: Mitsunobu reaction;
DOI:10.1021/jm0491952