(4aS,6S,8aS)-6-Formyloxy-4a-phenyl-octahydro-isoquinoline-2-carboxylic acid methyl ester

Base Information

Chemical Name:(4aS,6S,8aS)-6-Formyloxy-4a-phenyl-octahydro-isoquinoline-2-carboxylic acid methyl ester
CAS No.:97523-15-4
Molecular Formula:C₁₈H₂₃NO₄
Molecular Weight:317.385
Hs Code.:

Synonyms:(4aS,6S,8aS)-6-Formyloxy-4a-phenyl-octahydro-isoquinoline-2-carboxylic acid methyl ester

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Chemical Property of (4aS,6S,8aS)-6-Formyloxy-4a-phenyl-octahydro-isoquinoline-2-carboxylic acid methyl ester

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Technology Process of (4aS,6S,8aS)-6-Formyloxy-4a-phenyl-octahydro-isoquinoline-2-carboxylic acid methyl ester

There total 14 articles about (4aS,6S,8aS)-6-Formyloxy-4a-phenyl-octahydro-isoquinoline-2-carboxylic acid 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: 75.0%

: 64-18-6
formic acid

: 97523-12-1
[2-(1-Phenyl-vinyl)-hex-5-enyl]-carbamic acid methyl ester

: 97523-15-4
(4aS,6S,8aS)-6-Formyloxy-4a-phenyl-octahydro-isoquinoline-2-carboxylic acid methyl ester

Guidance literature:: for 1.5h; Ambient temperature;
DOI:10.1021/jo00219a006

Reference yield:

: 17605-06-0
ethyl 3-oxohept-6-enoate

: 97523-15-4
(4aS,6S,8aS)-6-Formyloxy-4a-phenyl-octahydro-isoquinoline-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: NaBH₄ / propan-2-ol / 0.5 h / 0 °C

2: pyridine / 2 h / 80 °C

3: 72 percent / 1,7-diazabicyclo<5.4.0>undec-7-ene (DBU) / benzene / 2 h / Heating

4: 94 percent / CuI / diethyl ether / 1.5 h / 0 °C

5: 75 percent / NaOH / ethanol / 2 h / Heating

6: Et₃N, ClCOOMe, NaN₃ / acetone / 1.5 h / Ambient temperature

7: toluene / 3 h / Heating

8: 75 percent / 1.5 h / Ambient temperature

With pyridine; sodium hydroxide; sodium tetrahydroborate; copper(l) iodide; sodium azide; triethylamine; methyl chloroformate; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In diethyl ether; ethanol; isopropyl alcohol; acetone; toluene; benzene;
DOI:10.1021/jo00219a006

Reference yield:

: 97523-07-4
3-hydroxy-6-heptenoic acid ethyl ester

: 97523-15-4
(4aS,6S,8aS)-6-Formyloxy-4a-phenyl-octahydro-isoquinoline-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 2 h / 80 °C

2: 72 percent / 1,7-diazabicyclo<5.4.0>undec-7-ene (DBU) / benzene / 2 h / Heating

3: 94 percent / CuI / diethyl ether / 1.5 h / 0 °C

4: 75 percent / NaOH / ethanol / 2 h / Heating

5: Et₃N, ClCOOMe, NaN₃ / acetone / 1.5 h / Ambient temperature

6: toluene / 3 h / Heating

7: 75 percent / 1.5 h / Ambient temperature

With pyridine; sodium hydroxide; copper(l) iodide; sodium azide; triethylamine; methyl chloroformate; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In diethyl ether; ethanol; acetone; toluene; benzene;
DOI:10.1021/jo00219a006