Methanesulfonic acid (4R,5S)-5-((2R,3R)-3-benzyloxy-6-oxo-piperidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Base Information

Chemical Name:Methanesulfonic acid (4R,5S)-5-((2R,3R)-3-benzyloxy-6-oxo-piperidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester
CAS No.:159656-64-1
Molecular Formula:C₁₉H₂₇NO₇S
Molecular Weight:413.492
Hs Code.:

Synonyms:

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Chemical Property of Methanesulfonic acid (4R,5S)-5-((2R,3R)-3-benzyloxy-6-oxo-piperidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

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Technology Process of Methanesulfonic acid (4R,5S)-5-((2R,3R)-3-benzyloxy-6-oxo-piperidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

There total 17 articles about Methanesulfonic acid (4R,5S)-5-((2R,3R)-3-benzyloxy-6-oxo-piperidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 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:

: 124-63-0
methanesulfonyl chloride

: 159701-86-7
(5R,6R)-5-benzyloxy-6-<(1'S,2'R)-3'-hydroxy-1',2'-(isopropylidenedioxy)propyl>piperidin-2-one

: 159656-64-1
Methanesulfonic acid (4R,5S)-5-((2R,3R)-3-benzyloxy-6-oxo-piperidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: With dmap; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

: (2R,6R)-6-(1-ethoxyethoxy)-2-<4'-(trimethylsilyl)but-3'-ynyl>-3,6-dihydropyran-3(2H)-one

: 159656-64-1
Methanesulfonic acid (4R,5S)-5-((2R,3R)-3-benzyloxy-6-oxo-piperidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: 92 percent / LAH / diethyl ether / 0 °C

2: 70 percent / pyridine, osmium tetraoxide / diethyl ether / 10 h / Ambient temperature

3: 74 percent / PPTS / dimethylformamide; acetone / 10 h / Ambient temperature

4: 68 percent / DMAP / 1,2-dichloro-ethane / 5 h / Heating

5: 92 percent / Bu₃SnH, AIBN / benzene / 0.5 h / Heating

6: 86 percent / pyridine, NaIO₄, osmium tetraoxide / 2-methyl-propan-2-ol; H₂O / 4.5 h / Ambient temperature

7: 55 percent / Na / tetrahydrofuran; ethanol; liquid ammonia / 1.) -78 deg C, 20 min, 2.) room temperature, 1 h

8: 98 percent / NaH, Bu₄NI / tetrahydrofuran; paraffin / 15 h / Ambient temperature

9: 98 percent / HCl / tetrahydrofuran / 2 h / Ambient temperature

10: 100 percent / NaBH₄ / methanol; CH₂Cl₂ / 1 h / Ambient temperature

11: 100 percent / DMAP / CH₂Cl₂ / 10 h / Ambient temperature

12: 4-methylmorpholine N-oxide, molecular sieves 4 A, tetrapropylammonium perruthenate / CH₂Cl₂ / 0.5 h / Ambient temperature

13: NH₂OH*HCl / methanol; pyridine / 0.5 h / 0 °C

14: 83 percent / thionyl dichloride / 1 h / Ambient temperature

15: 100 percent / Bu₄NF / tetrahydrofuran / 1 h / 0 °C

16: DMAP / CH₂Cl₂ / 1 h / 0 °C

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; thionyl chloride; tetrapropylammonium perruthennate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; ammonia; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; paraffin; tert-butyl alcohol; benzene;

Reference yield:

: 159656-59-4
(1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-hydroxy-1',2'-(isopropylidenedioxy)propyl>cyclopentanol

: 159656-64-1
Methanesulfonic acid (4R,5S)-5-((2R,3R)-3-benzyloxy-6-oxo-piperidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / DMAP / CH₂Cl₂ / 10 h / Ambient temperature

2: 4-methylmorpholine N-oxide, molecular sieves 4 A, tetrapropylammonium perruthenate / CH₂Cl₂ / 0.5 h / Ambient temperature

3: NH₂OH*HCl / methanol; pyridine / 0.5 h / 0 °C

4: 83 percent / thionyl dichloride / 1 h / Ambient temperature

5: 100 percent / Bu₄NF / tetrahydrofuran / 1 h / 0 °C

6: DMAP / CH₂Cl₂ / 1 h / 0 °C

With dmap; thionyl chloride; tetrapropylammonium perruthennate; 4 A molecular sieve; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; In tetrahydrofuran; pyridine; methanol; dichloromethane;