4-((2S,3S,4S,5R,6R)-4-Dimethylamino-3,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-N,N-diethyl-2,5-dimethoxy-benzamide

Base Information

Chemical Name:4-((2S,3S,4S,5R,6R)-4-Dimethylamino-3,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-N,N-diethyl-2,5-dimethoxy-benzamide
CAS No.:135708-49-5
Molecular Formula:C₂₂H₃₆N₂O₇
Molecular Weight:440.537
Hs Code.:

Synonyms:4-((2S,3S,4S,5R,6R)-4-Dimethylamino-3,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-N,N-diethyl-2,5-dimethoxy-benzamide

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Chemical Property of 4-((2S,3S,4S,5R,6R)-4-Dimethylamino-3,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-N,N-diethyl-2,5-dimethoxy-benzamide

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Technology Process of 4-((2S,3S,4S,5R,6R)-4-Dimethylamino-3,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-N,N-diethyl-2,5-dimethoxy-benzamide

There total 9 articles about 4-((2S,3S,4S,5R,6R)-4-Dimethylamino-3,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-N,N-diethyl-2,5-dimethoxy-benzamide 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: 95.0%

: 135708-48-4
N,N-Diethyl-4-((1R,2R,4S,5S,6R)-5-hydroxy-2-methoxy-4-methyl-3,7-dioxa-bicyclo[4.1.0]hept-4-yl)-2,5-dimethoxy-benzamide

: 124-40-3
dimethyl amine

: 135708-49-5
4-((2S,3S,4S,5R,6R)-4-Dimethylamino-3,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-N,N-diethyl-2,5-dimethoxy-benzamide

Guidance literature:: at 145 ℃; for 15h;
DOI:10.1021/jo00018a006

Reference yield:

: 1201-38-3
2',5'-dimethoxyacetophenone

: 135708-49-5
4-((2S,3S,4S,5R,6R)-4-Dimethylamino-3,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-N,N-diethyl-2,5-dimethoxy-benzamide

Guidance literature:: Multi-step reaction with 9 steps

1: TsOH / benzene

2: 1) sBuLi, TMEDA / 1) THF, -78 deg C

3: H₃O(+)

4: 75 percent / tetrahydrofuran / -78 °C

5: MCPBA / CHCl₃

6: HCO₂H

7: 90 percent / tBuOOH, triton B / CH₂Cl₂

8: 95 percent / NaBH₄ / propan-2-ol

9: 95 percent / 15 h / 145 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; formic acid; N,N,N,N,-tetramethylethylenediamine; oxonium; sec.-butyllithium; N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; chloroform; isopropyl alcohol; benzene;
DOI:10.1021/jo00018a006

Reference yield:

: 135708-40-6
2-(2',5'-dimethoxyphenyl)-2-methyl-1,3-dioxolane

: 135708-49-5
4-((2S,3S,4S,5R,6R)-4-Dimethylamino-3,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-N,N-diethyl-2,5-dimethoxy-benzamide

Guidance literature:: Multi-step reaction with 8 steps

1: 1) sBuLi, TMEDA / 1) THF, -78 deg C

2: H₃O(+)

3: 75 percent / tetrahydrofuran / -78 °C

4: MCPBA / CHCl₃

5: HCO₂H

6: 90 percent / tBuOOH, triton B / CH₂Cl₂

7: 95 percent / NaBH₄ / propan-2-ol

8: 95 percent / 15 h / 145 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; formic acid; N,N,N,N,-tetramethylethylenediamine; oxonium; sec.-butyllithium; N-benzyl-trimethylammonium hydroxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; chloroform; isopropyl alcohol;
DOI:10.1021/jo00018a006