(5R)-5-[10-(2-nitrophenylselanyl)decyl]dihydrofuran-2(3H)-one

Base Information

Chemical Name:(5R)-5-[10-(2-nitrophenylselanyl)decyl]dihydrofuran-2(3H)-one
CAS No.:725225-78-5
Molecular Formula:C₂₀H₂₉NO₄Se
Molecular Weight:426.415
Hs Code.:

Synonyms:(5R)-5-[10-(2-nitrophenylselanyl)decyl]dihydrofuran-2(3H)-one

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Chemical Property of (5R)-5-[10-(2-nitrophenylselanyl)decyl]dihydrofuran-2(3H)-one

Chemical Property:

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Technology Process of (5R)-5-[10-(2-nitrophenylselanyl)decyl]dihydrofuran-2(3H)-one

There total 7 articles about (5R)-5-[10-(2-nitrophenylselanyl)decyl]dihydrofuran-2(3H)-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: 93.0%

: 51694-22-5
ortho-nitrophenyl selenocyanate

: 150782-95-9
(5R)-5-(10-hydroxydecyl)dihydrofuran-2(3H)-one

: 725225-78-5
(5R)-5-[10-(2-nitrophenylselanyl)decyl]dihydrofuran-2(3H)-one

Guidance literature:: With tributylphosphine; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2004.04.037

Reference yield:

: 53463-68-6
1-bromo-10-decanol

: 725225-78-5
(5R)-5-[10-(2-nitrophenylselanyl)decyl]dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 12 steps

1: 94 percent / TsOH / CH₂Cl₂ / 2 h / 0 °C

2: NH₃; Li; Fe(NO₃)3*9H₂O / tetrahydrofuran / -40 - 20 °C

3: LiAlH₄ / diethyl ether; tetrahydrofuran / -60 - 40 °C

4: Ti(i-PrO)4; D-(-)-diethyl tartrate; tert-butyl hydroperoxide / CH₂Cl₂ / -25 °C

5: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -60 - 20 °C

6: aq. NaClO₂; NaH₂PO₄; isobutene / 2-methyl-propan-2-ol / 20 °C

7: Et₃N / diethyl ether / 0.5 h

8: 4.00 g / diethyl ether / -30 - 20 °C

9: 4 h / Irradiation

10: 1.77 g / NaBH₄; Ni(OAc)2*4H₂O; H₂ / ethanol / atmospheric pressure

11: 100 percent / TsOH / benzene / 2 h / Heating

12: 93 percent / Bu₃P / tetrahydrofuran / 2 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2S,3S)-tartrate; tributylphosphine; ammonia; hydrogen; nickel diacetate; lithium; toluene-4-sulfonic acid; dimethyl sulfoxide; ferric nitrate; triethylamine; isobutene; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; tert-butyl alcohol; benzene; 5: Swern oxidation;
DOI:10.1016/j.tet.2004.04.037

Reference yield:

: 76063-04-2
13-(2-tetrahydropyranyloxy)tridec-2(E)-en-1-ol

: 725225-78-5
(5R)-5-[10-(2-nitrophenylselanyl)decyl]dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 9 steps

1: Ti(i-PrO)4; D-(-)-diethyl tartrate; tert-butyl hydroperoxide / CH₂Cl₂ / -25 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -60 - 20 °C

3: aq. NaClO₂; NaH₂PO₄; isobutene / 2-methyl-propan-2-ol / 20 °C

4: Et₃N / diethyl ether / 0.5 h

5: 4.00 g / diethyl ether / -30 - 20 °C

6: 4 h / Irradiation

7: 1.77 g / NaBH₄; Ni(OAc)2*4H₂O; H₂ / ethanol / atmospheric pressure

8: 100 percent / TsOH / benzene / 2 h / Heating

9: 93 percent / Bu₃P / tetrahydrofuran / 2 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; oxalyl dichloride; diethyl (2S,3S)-tartrate; tributylphosphine; hydrogen; nickel diacetate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; isobutene; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; tert-butyl alcohol; benzene; 2: Swern oxidation;
DOI:10.1016/j.tet.2004.04.037