(6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizine-4-thione

Base Information

Chemical Name:(6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizine-4-thione
CAS No.:257286-84-3
Molecular Formula:C₁₇H₂₃NOS
Molecular Weight:289.442
Hs Code.:

Synonyms:

Suppliers and Price of (6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizine-4-thione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizine-4-thione

Chemical Property:

Purity/Quality:

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Technology Process of (6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizine-4-thione

There total 19 articles about (6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizine-4-thione 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: 86.0%

: 257286-83-2
(6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizin-4-one

: 257286-84-3
(6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizine-4-thione

Guidance literature:: With Lawessons reagent;
DOI:10.1016/S0040-4020(99)00996-5

Reference yield:

: 165672-68-4
(5R,6S)-1-Benzyl-5-hydroxy-6-hydroxymethyl-piperidin-2-one

: 257286-84-3
(6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizine-4-thione

Guidance literature:: Multi-step reaction with 19 steps

1: 94 percent / Et₃N; DMAP

2: 87 percent / KOH

3: 78 percent / aq. HCl

4: 96 percent / I₂; Ph₃P; imidazole

5: 92 percent / Zn; AcOH

6: 98 percent / Lawesson's reagent

7: 94 percent / Et₃N; Ph₃P

8: 94 percent / NaBH₃CN; TFA

9: H₂ / Pd(OH)2

10: K₂CO₃

11: 88 percent / super-hydride

12: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

13: NaH

14: H₂ / Pd(OH)2

15: LiOH

16: TFA

17: DEPC; Et₃N

18: 81 percent / KOH

19: 86 percent / Lawesson's reagent

With Lawessons reagent; 1H-imidazole; hydrogenchloride; dmap; potassium hydroxide; lithium hydroxide; oxalyl dichloride; hydrogen; iodine; sodium hydride; lithium triethylborohydride; sodium cyanoborohydride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethyl dicarbonate; trifluoroacetic acid; zinc; palladium dihydroxide; In dichloromethane; 1: Etherification / 2: Etherification / 3: Hydrolysis / 4: Iodination / 5: Reduction / 6: thiation / 7: Addition / 8: Reduction / 9: Hydrogenolysis / 10: Acylation / 11: Reduction / 12: Oxidation / 13: Addition / 14: Hydrogenation / 15: Hydrolysis / 16: Hydrolysis / 17: Cyclization / 18: Etherification / 19: thiation;
DOI:10.1016/S0040-4020(99)00996-5

Reference yield:

: ((2R,5R,6S)-5-Benzyloxy-6-methyl-piperidin-2-yl)-acetic acid methyl ester

: 257286-84-3
(6S,7R,9aS)-7-Benzyloxy-6-methyl-octahydro-quinolizine-4-thione

Guidance literature:: Multi-step reaction with 10 steps

1: K₂CO₃

2: 88 percent / super-hydride

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

4: NaH

5: H₂ / Pd(OH)2

6: LiOH

7: TFA

8: DEPC; Et₃N

9: 81 percent / KOH

10: 86 percent / Lawesson's reagent

With Lawessons reagent; potassium hydroxide; lithium hydroxide; oxalyl dichloride; hydrogen; sodium hydride; lithium triethylborohydride; potassium carbonate; dimethyl sulfoxide; triethylamine; diethyl dicarbonate; trifluoroacetic acid; palladium dihydroxide; In dichloromethane; 1: Acylation / 2: Reduction / 3: Oxidation / 4: Addition / 5: Hydrogenation / 6: Hydrolysis / 7: Hydrolysis / 8: Cyclization / 9: Etherification / 10: thiation;
DOI:10.1016/S0040-4020(99)00996-5