methyl (4aR,8aS,E)-4-(benzoyloxyimino)-1,1-dimethyl-7-oxo-decahydronaphthalene-4acarbonylcarbamate

Base Information

Chemical Name:methyl (4aR,8aS,E)-4-(benzoyloxyimino)-1,1-dimethyl-7-oxo-decahydronaphthalene-4acarbonylcarbamate
CAS No.:1421739-31-2
Molecular Formula:C₂₂H₂₆N₂O₆
Molecular Weight:414.458
Hs Code.:

Synonyms:methyl (4aR,8aS,E)-4-(benzoyloxyimino)-1,1-dimethyl-7-oxo-decahydronaphthalene-4acarbonylcarbamate

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Chemical Property of methyl (4aR,8aS,E)-4-(benzoyloxyimino)-1,1-dimethyl-7-oxo-decahydronaphthalene-4acarbonylcarbamate

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Technology Process of methyl (4aR,8aS,E)-4-(benzoyloxyimino)-1,1-dimethyl-7-oxo-decahydronaphthalene-4acarbonylcarbamate

There total 7 articles about methyl (4aR,8aS,E)-4-(benzoyloxyimino)-1,1-dimethyl-7-oxo-decahydronaphthalene-4acarbonylcarbamate 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:

: C₃₁H₄₆N₂O₆Si

: 1421739-31-2
methyl (4aR,8aS,E)-4-(benzoyloxyimino)-1,1-dimethyl-7-oxo-decahydronaphthalene-4acarbonylcarbamate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.25h; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol303381c

Reference yield:

: 1421739-45-8
methyl 3,3-dimethyl-6-oxocyclohex-1-enecarbonylcarbamate

: 1421739-31-2
methyl (4aR,8aS,E)-4-(benzoyloxyimino)-1,1-dimethyl-7-oxo-decahydronaphthalene-4acarbonylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: C₁₇H₃₀B₂CuF₈N₂O₂ / toluene; dichloromethane / 5 h / 0 °C / Molecular sieve; Inert atmosphere

2: sodium acetate; hydroxylamine hydrochloride / ethanol / 22 h / 20 °C / Inert atmosphere

3: dmap / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

With dmap; C₁₇H₃₀B₂CuF₈N₂O₂; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; sodium acetate; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/ol303381c

Reference yield:

: methyl N-{[(4aS,8aS)-4,4-dimethyl-1-oxo-6-{[tris(propan-2-yl)silyl]oxy}-3,4,4a,5,8,8a-hexahydro-1H-2-benzopyran-8a-yl]carbonyl}carbamate

: 1421739-31-2
methyl (4aR,8aS,E)-4-(benzoyloxyimino)-1,1-dimethyl-7-oxo-decahydronaphthalene-4acarbonylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium acetate; hydroxylamine hydrochloride / ethanol / 22 h / 20 °C / Inert atmosphere

2: dmap / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

With dmap; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; sodium acetate; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ol303381c