(1R,3R,4R)-N-benzyl-3<1'(S)-hydroxyethyl>-4-<2-(1'',3''-dithiano)ethyl>piperidine-2-one

Base Information

Chemical Name:(1R*,3R*,4R*)-N-benzyl-3<1'(S*)-hydroxyethyl>-4-<2-(1'',3''-dithiano)ethyl>piperidine-2-one
CAS No.:108275-13-4
Molecular Formula:C₁₉H₂₇NO₂S₂
Molecular Weight:365.561
Hs Code.:

Synonyms:(1R*,3R*,4R*)-N-benzyl-3<1'(S*)-hydroxyethyl>-4-<2-(1'',3''-dithiano)ethyl>piperidine-2-one

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Chemical Property of (1R*,3R*,4R*)-N-benzyl-3<1'(S*)-hydroxyethyl>-4-<2-(1'',3''-dithiano)ethyl>piperidine-2-one

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Technology Process of (1R*,3R*,4R*)-N-benzyl-3<1'(S*)-hydroxyethyl>-4-<2-(1'',3''-dithiano)ethyl>piperidine-2-one

There total 10 articles about (1R*,3R*,4R*)-N-benzyl-3<1'(S*)-hydroxyethyl>-4-<2-(1'',3''-dithiano)ethyl>piperidine-2-one 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: 97.0%

: 109-80-8
1.3-propanedithiol

: 108275-16-7,108341-85-1
(1R*,3,4aS*,8aR*)-7-benzyl-3,4,4a,5,6,8a-hexahydro-3-methoxy-1-methyl-1H-pyrano<3,4-c>pyridin-8-(7H)-one

: 108275-13-4
(1R*,3R*,4R*)-N-benzyl-3<1'(S*)-hydroxyethyl>-4-<2-(1'',3''-dithiano)ethyl>piperidine-2-one

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; for 4.5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)90579-4

Reference yield:

: 108275-12-3
1-methoxymethyloxy-2-pentyn-5-ol

: 108275-13-4
(1R*,3R*,4R*)-N-benzyl-3<1'(S*)-hydroxyethyl>-4-<2-(1'',3''-dithiano)ethyl>piperidine-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: 96 percent / H₂ / 5 percent Pd/CaCO₃/PbO / ethyl acetate / 0.25 h / 2327.2 Torr

2: 90 percent / pyridine / CH₂Cl₂ / 12 h / -15 °C

3: 88 percent / NaI / dimethylsulfoxide / 20 h / Ambient temperature

4: 85 percent / Et₃N, ethylchloroformate / CH₂Cl₂ / 6.5 h / Ambient temperature

5: 95 percent / H₂SO₄ / ethanol / 9 h / Heating

6: oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

7: CH₂Cl₂ / 11 h / Heating

8: 73 percent / xylene / 18 h / 190 °C

9: 95 percent / perchloric acid (70percent) / 15 h / Ambient temperature

10: 97 percent / BF₃ etherate / CH₂Cl₂ / 4.5 h / Ambient temperature

With pyridine; perchloric acid; oxalyl dichloride; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; chloroformic acid ethyl ester; dimethyl sulfoxide; triethylamine; sodium iodide; Lindlar catalyst; In ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; xylene;
DOI:10.1016/S0040-4020(01)90579-4

Reference yield:

: 95712-41-7
1-methoxymethyloxypent-2(Z)-ene-5-ol

: 108275-13-4
(1R*,3R*,4R*)-N-benzyl-3<1'(S*)-hydroxyethyl>-4-<2-(1'',3''-dithiano)ethyl>piperidine-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / pyridine / CH₂Cl₂ / 12 h / -15 °C

2: 88 percent / NaI / dimethylsulfoxide / 20 h / Ambient temperature

3: 85 percent / Et₃N, ethylchloroformate / CH₂Cl₂ / 6.5 h / Ambient temperature

4: 95 percent / H₂SO₄ / ethanol / 9 h / Heating

5: oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

6: CH₂Cl₂ / 11 h / Heating

7: 73 percent / xylene / 18 h / 190 °C

8: 95 percent / perchloric acid (70percent) / 15 h / Ambient temperature

9: 97 percent / BF₃ etherate / CH₂Cl₂ / 4.5 h / Ambient temperature

With pyridine; perchloric acid; oxalyl dichloride; sulfuric acid; boron trifluoride diethyl etherate; chloroformic acid ethyl ester; dimethyl sulfoxide; triethylamine; sodium iodide; In ethanol; dichloromethane; dimethyl sulfoxide; xylene;
DOI:10.1016/S0040-4020(01)90579-4