2(S)-<1'(R)-<(p-nitrobenzoyl)oxy>-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane

Base Information

Chemical Name:2(S)-<1'(R)-<(p-nitrobenzoyl)oxy>-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane
CAS No.:120891-48-7
Molecular Formula:C₂₁H₃₁NO₅Si
Molecular Weight:405.566
Hs Code.:

Synonyms:2(S)-<1'(R)-<(p-nitrobenzoyl)oxy>-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane

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Chemical Property of 2(S)-<1'(R)-<(p-nitrobenzoyl)oxy>-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane

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Technology Process of 2(S)-<1'(R)-<(p-nitrobenzoyl)oxy>-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane

There total 7 articles about 2(S)-<1'(R)-<(p-nitrobenzoyl)oxy>-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane 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%

: 188740-07-0
2(S)-<1'(S)-hydroxy-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane

: 62-23-7
4-nitro-benzoic acid

: 120891-48-7
2(S)-<1'(R)-<(p-nitrobenzoyl)oxy>-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1021/jo00306a007

Reference yield:

: 628-71-7
1-Heptyne

: 120891-48-7
2(S)-<1'(R)-<(p-nitrobenzoyl)oxy>-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane

Guidance literature:: Multi-step reaction with 6 steps

1: 1) BuLi / 1) THF, hexane, 0 deg C, 15 min, 2) HMPA, RT, 24h

2: 81 percent / i-BuMgBr / Cp₂TiCl₂ / diethyl ether / 12 h / 26 - 28 °C

3: oxalic acid, 2,5-di-tert-butylhydroquinone / acetone; H₂O / 2 h / Heating

4: 1) n-BuLi / 1) THF, hexane, -60 deg C, 1h, 2) 0 deg C, 1h

5: 43 percent / t-BuOOH, Ti(O-i-Pr)4, L-(+)-DIPT, molecular sieves 4 Angstroem / CH₂Cl₂ / 4 h / -21 °C

6: 93 percent / diethyl azodicarboxylate, PPh₃ / tetrahydrofuran / 0.5 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; 2,5-bis(1,1-dimethylethyl)-1,4-benzenediol; isobutylmagnesium bromide; oxalic acid; triphenylphosphine; diethylazodicarboxylate; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1021/jo00306a007

Reference yield:

: 90290-02-1
3-nonynal diethyl acetal

: 120891-48-7
2(S)-<1'(R)-<(p-nitrobenzoyl)oxy>-3'(Z)-nonenyl>-3(S)-(trimethylsilyl)oxirane

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / i-BuMgBr / Cp₂TiCl₂ / diethyl ether / 12 h / 26 - 28 °C

2: oxalic acid, 2,5-di-tert-butylhydroquinone / acetone; H₂O / 2 h / Heating

3: 1) n-BuLi / 1) THF, hexane, -60 deg C, 1h, 2) 0 deg C, 1h

4: 43 percent / t-BuOOH, Ti(O-i-Pr)4, L-(+)-DIPT, molecular sieves 4 Angstroem / CH₂Cl₂ / 4 h / -21 °C

5: 93 percent / diethyl azodicarboxylate, PPh₃ / tetrahydrofuran / 0.5 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; 2,5-bis(1,1-dimethylethyl)-1,4-benzenediol; isobutylmagnesium bromide; oxalic acid; triphenylphosphine; diethylazodicarboxylate; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1021/jo00306a007