(4S,4aS,6S,7S,7aS)-6-benzyloxy-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridine

Base Information

Chemical Name:(4S,4aS,6S,7S,7aS)-6-benzyloxy-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridine
CAS No.:950479-63-7
Molecular Formula:C₂₅H₃₃NO₅S
Molecular Weight:459.607
Hs Code.:

Synonyms:(4S,4aS,6S,7S,7aS)-6-benzyloxy-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridine

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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 (4S,4aS,6S,7S,7aS)-6-benzyloxy-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridine

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Technology Process of (4S,4aS,6S,7S,7aS)-6-benzyloxy-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridine

There total 1 articles about (4S,4aS,6S,7S,7aS)-6-benzyloxy-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridine 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: 82.0%

: 950479-62-6
(4S,4aS,6S,7S,7aS)-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridin-6-ol

: 100-39-0
benzyl bromide

: 950479-63-7
(4S,4aS,6S,7S,7aS)-6-benzyloxy-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridine

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 7h;
DOI:10.1021/jo0709091

Reference yield: 97.0%

: 950479-63-7
(4S,4aS,6S,7S,7aS)-6-benzyloxy-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridine

: 950479-64-8
(4S,4aS,6S,7S,7aS)-6-benzyloxy-7-methyl-2-(p-toluenesulfonyl)-octahydro-1H-cyclopenta[c]pyridin-4-ol

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 65 ℃; for 2h;
DOI:10.1021/jo0709091

Reference yield:

: 950479-63-7
(4S,4aS,6S,7S,7aS)-6-benzyloxy-4-methoxymethoxy-7-methyl-2-(p-toluenesulfonyl)octahydro-1H-cyclopenta[c]pyridine

: C₁₆H₂₁NO₄S

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / aq. HCl / tetrahydrofuran / 2 h / 65 °C

2: 77 percent / (COCl)2; Et₃N; DMSO / CH₂Cl₂ / -78 - 20 °C

3: 81 percent / DBU / benzene / 0.5 h / 80 °C

4: H₂ / Pd(OH)2/C / ethanol; tetrahydrofuran / 24 h / 20 °C / atmospheric pressure

With hydrogenchloride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; benzene; 2: Swern oxidation;
DOI:10.1021/jo0709091