N-((1S,4S,5S,6S,7S)-6,7-Dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-4-yl)-C-p-tolyl-methanesulfonamide

Base Information

Chemical Name:N-((1S,4S,5S,6S,7S)-6,7-Dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-4-yl)-C-p-tolyl-methanesulfonamide
CAS No.:126423-63-0
Molecular Formula:C₁₆H₂₁NO₆S
Molecular Weight:355.412
Hs Code.:

Synonyms:N-((1S,4S,5S,6S,7S)-6,7-Dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-4-yl)-C-p-tolyl-methanesulfonamide

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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 N-((1S,4S,5S,6S,7S)-6,7-Dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-4-yl)-C-p-tolyl-methanesulfonamide

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Technology Process of N-((1S,4S,5S,6S,7S)-6,7-Dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-4-yl)-C-p-tolyl-methanesulfonamide

There total 9 articles about N-((1S,4S,5S,6S,7S)-6,7-Dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-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:

: 126423-62-9,126574-82-1
N-((1R,6R,9R)-8-Oxo-3,7-dioxa-tricyclo[4.3.1.0^2,4]dec-9-yl)-C-p-tolyl-methanesulfonamide

: 126423-63-0
N-((1S,4S,5S,6S,7S)-6,7-Dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-4-yl)-C-p-tolyl-methanesulfonamide

Guidance literature:: With formic acid; triethylamine; Yield given. Multistep reaction; 1.) RT, 3 h, 2.) CH₃OH, 1 h;
DOI:10.1021/ja00165a035

Reference yield:

: 99440-80-9
Oxo-acetic acid cyclohex-3-enyl ester

: 126423-63-0
N-((1S,4S,5S,6S,7S)-6,7-Dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-4-yl)-C-p-tolyl-methanesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / SnCl₄ / nitromethane / Ambient temperature

2: 86 percent / CrO₃, pyridine / CH₂Cl₂ / Ambient temperature

3: BF₃*Et₂O / 1,2-dichloro-ethane / 42 °C

4: NaCNBH₃ / 2-methyl-butan-2-ol / Ambient temperature

5: 90 percent / mCPBA / CH₂Cl₂ / Ambient temperature

6: HCO₂H, Et₃N / methanol

With pyridine; chromium(VI) oxide; formic acid; boron trifluoride diethyl etherate; tin(IV) chloride; sodium cyanoborohydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; tert-Amyl alcohol; nitromethane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ja00311a110

Reference yield:

: 99440-81-0
endo-4-hydroxy-2-oxabicyclo<3.3.1>non-6-en-3-one

: 126423-63-0
N-((1S,4S,5S,6S,7S)-6,7-Dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-4-yl)-C-p-tolyl-methanesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / CrO₃, pyridine / CH₂Cl₂ / Ambient temperature

2: BF₃*Et₂O / 1,2-dichloro-ethane / 42 °C

3: NaCNBH₃ / 2-methyl-butan-2-ol / Ambient temperature

4: 90 percent / mCPBA / CH₂Cl₂ / Ambient temperature

5: HCO₂H, Et₃N / methanol

With pyridine; chromium(VI) oxide; formic acid; boron trifluoride diethyl etherate; sodium cyanoborohydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; tert-Amyl alcohol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ja00311a110