N-((3R,4R,4aR,5R,6R,8R,8aS)-5,6-Dihydroxy-3-methyl-1-oxo-8-phenylselanylmethyl-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide

Base Information

Chemical Name:N-((3R,4R,4aR,5R,6R,8R,8aS)-5,6-Dihydroxy-3-methyl-1-oxo-8-phenylselanylmethyl-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide
CAS No.:88549-90-0
Molecular Formula:C₂₅H₃₁NO₆SSe
Molecular Weight:552.55
Hs Code.:

Synonyms:N-((3R,4R,4aR,5R,6R,8R,8aS)-5,6-Dihydroxy-3-methyl-1-oxo-8-phenylselanylmethyl-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide

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Chemical Property of N-((3R,4R,4aR,5R,6R,8R,8aS)-5,6-Dihydroxy-3-methyl-1-oxo-8-phenylselanylmethyl-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide

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Technology Process of N-((3R,4R,4aR,5R,6R,8R,8aS)-5,6-Dihydroxy-3-methyl-1-oxo-8-phenylselanylmethyl-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide

There total 20 articles about N-((3R,4R,4aR,5R,6R,8R,8aS)-5,6-Dihydroxy-3-methyl-1-oxo-8-phenylselanylmethyl-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide 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%

: 88549-89-7
(3R,3aR,4R,5R,7R,7aR)-4,5-Dihydroxy-3-((R)-1-hydroxy-ethyl)-7-phenylselanylmethyl-2-p-tolylmethanesulfonyl-octahydro-isoindol-1-one

: 88549-90-0
N-((3R,4R,4aR,5R,6R,8R,8aS)-5,6-Dihydroxy-3-methyl-1-oxo-8-phenylselanylmethyl-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1021/ja00316a062

Reference yield:

: (1R,3aR,4R,6R,7R,7aR)-6,7-Dihydroxy-1-((R)-1-hydroxy-ethyl)-3-oxo-octahydro-isoindole-4-carboxylic acid methyl ester

: 88549-90-0
N-((3R,4R,4aR,5R,6R,8R,8aS)-5,6-Dihydroxy-3-methyl-1-oxo-8-phenylselanylmethyl-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1: p-toluenesulfonic acid / tetrahydrofuran

2: p-toluenesulfonic acid / CH₂Cl₂

3: LiAlH₄ / tetrahydrofuran

4: Et₃N / CH₂Cl₂

5: 96 percent / NaBH₄ / ethanol

6: n-BuLi / -78 °C

7: p-toluenesulfonic acid / methanol

8: 86 percent / NaOMe / methanol / 1 h / Heating

With sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; sodium methylate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane;

Reference yield:

: 88549-84-2
(1R,2S,5R,6R,7S,8S)-7-Iodo-5-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-9-oxa-4-aza-tricyclo[6.2.1.0^2,6]undecane-3,10-dione

: 88549-90-0
N-((3R,4R,4aR,5R,6R,8R,8aS)-5,6-Dihydroxy-3-methyl-1-oxo-8-phenylselanylmethyl-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide

Guidance literature:: Multi-step reaction with 13 steps

1: aq. NaOH / tetrahydrofuran

2: methanol

3: p-toluenesulfonic acid / methanol

4: H₂O / 2 h / 50 - 60 °C

5: Et₃N / methanol

6: p-toluenesulfonic acid / tetrahydrofuran

7: p-toluenesulfonic acid / CH₂Cl₂

8: LiAlH₄ / tetrahydrofuran

9: Et₃N / CH₂Cl₂

10: 96 percent / NaBH₄ / ethanol

11: n-BuLi / -78 °C

12: p-toluenesulfonic acid / methanol

13: 86 percent / NaOMe / methanol / 1 h / Heating

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; sodium methylate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;