cis-1-(tert-butoxycarbonyl)-5β-methyl-6-(phenylsulfonyl)-2α-propyldecahydroquinoline

Base Information

Chemical Name:cis-1-(tert-butoxycarbonyl)-5β-methyl-6-(phenylsulfonyl)-2α-propyldecahydroquinoline
CAS No.:120475-53-8
Molecular Formula:C₂₄H₃₇NO₄S
Molecular Weight:435.628
Hs Code.:

Synonyms:cis-1-(tert-butoxycarbonyl)-5β-methyl-6-(phenylsulfonyl)-2α-propyldecahydroquinoline

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Chemical Property of cis-1-(tert-butoxycarbonyl)-5β-methyl-6-(phenylsulfonyl)-2α-propyldecahydroquinoline

Chemical Property:

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Technology Process of cis-1-(tert-butoxycarbonyl)-5β-methyl-6-(phenylsulfonyl)-2α-propyldecahydroquinoline

There total 12 articles about cis-1-(tert-butoxycarbonyl)-5β-methyl-6-(phenylsulfonyl)-2α-propyldecahydroquinoline 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: 83.0%

: 120475-52-7
(2RS,3SR,6SR)-1-(tert-Butoxycarbonyl)-2-<3-(phenylsulfonyl)propyl>-3-<(1'RS)-1'-(p-tolylsulfonyloxy)ethyl>-6-propylpiperidine

: 120475-53-8
cis-1-(tert-butoxycarbonyl)-5β-methyl-6-(phenylsulfonyl)-2α-propyldecahydroquinoline

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 0.5 h; 2.) room temp., 5 h;
DOI:10.1021/ja00191a038

Reference yield:

: 3112-85-4
methylphenylsulfonate

: 120475-53-8
cis-1-(tert-butoxycarbonyl)-5β-methyl-6-(phenylsulfonyl)-2α-propyldecahydroquinoline

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-butyllithium / 1.) THF, hexane, 0 deg C, 20 min; 2.) -78 deg C -> room temp., 3 h

2: 80 percent / HCl / acetone; H₂O / 3 h / Ambient temperature

3: Na₂SO₄ / benzene / 0 - 10 °C

4: benzene / 10 h / Heating

5: 87 percent / zinc dust / aq. acetic acid

6: 82 percent / NaOH / tetrahydrofuran; H₂O

7: 92 percent / pyridine / 16 h / 0 °C

8: 83 percent / n-butyllithium, hexamethylphosphoric triamide / tetrahydrofuran; hexane / 1.) -78 deg C, 0.5 h; 2.) room temp., 5 h

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; sodium sulfate; zinc; In tetrahydrofuran; hexane; water; acetic acid; acetone; benzene;
DOI:10.1021/ja00191a038

Reference yield:

: 120447-86-1
(Z)-7-Nonen-4-one oxime

: 120475-53-8
cis-1-(tert-butoxycarbonyl)-5β-methyl-6-(phenylsulfonyl)-2α-propyldecahydroquinoline

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / sodium cyanoborohydride, 50percent methanolic HCl / methanol

2: Na₂SO₄ / benzene / 0 - 10 °C

3: benzene / 10 h / Heating

4: 87 percent / zinc dust / aq. acetic acid

5: 82 percent / NaOH / tetrahydrofuran; H₂O

6: 92 percent / pyridine / 16 h / 0 °C

7: 83 percent / n-butyllithium, hexamethylphosphoric triamide / tetrahydrofuran; hexane / 1.) -78 deg C, 0.5 h; 2.) room temp., 5 h

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; sodium cyanoborohydride; sodium sulfate; zinc; In tetrahydrofuran; methanol; hexane; water; acetic acid; benzene;
DOI:10.1021/ja00191a038