5-Hexenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]-3-[[(1,1-dimethyl ethyl)dimethylsilyl]oxy]-, methyl ester, (2S,3S)-

Base Information

Chemical Name:5-Hexenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]-3-[[(1,1-dimethyl ethyl)dimethylsilyl]oxy]-, methyl ester, (2S,3S)-
CAS No.:850494-60-9
Molecular Formula:C₂₅H₄₁NO₅Si
Molecular Weight:463.69
Hs Code.:

5-Hexenoic acid,
2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]-3-[[(1,1-dimethyl
ethyl)dimethylsilyl]oxy]-, methyl ester, (2S,3S)-

Synonyms:

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Chemical Property of 5-Hexenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]-3-[[(1,1-dimethyl ethyl)dimethylsilyl]oxy]-, methyl ester, (2S,3S)-

Chemical Property:

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Technology Process of 5-Hexenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]-3-[[(1,1-dimethyl ethyl)dimethylsilyl]oxy]-, methyl ester, (2S,3S)-

There total 8 articles about 5-Hexenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]-3-[[(1,1-dimethyl ethyl)dimethylsilyl]oxy]-, methyl ester, (2S,3S)- 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 850494-60-9
(2S,3S)-2-[benzyl(tert-butoxycarbonyl)amino]-3-(tert-butyldimethylsilyloxy)hex-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 78 percent / NaHCO₃ / methanol / 2.5 h / 20 °C

2.1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h

3.1: 70 percent / 4-methylbenzenesulfonic acid / methanol / 2.5 h / 20 °C

4.1: NaHCO₃; TEMPO; NaClO / KBr / acetone / 2 h

4.2: 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / H₂O; tetrahydrofuran; 2-methyl-propan-2-ol / 15 h / 25 °C

5.1: 45 mg / KHCO₃ / dimethylformamide / 16 h

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; potassium hydrogencarbonate; toluene-4-sulfonic acid; potassium bromide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1081/SCC-200048467

Reference yield:

: 3173-56-6
benzyl isothiocyanate

: 850494-60-9
(2S,3S)-2-[benzyl(tert-butoxycarbonyl)amino]-3-(tert-butyldimethylsilyloxy)hex-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / Et₃N / diethyl ether / 16 h / Heating

2.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h

2.2: NAOH / methanol; H₂O / 16 h / Heating

3.1: 78 percent / NaHCO₃ / methanol / 2.5 h / 20 °C

4.1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h

5.1: 70 percent / 4-methylbenzenesulfonic acid / methanol / 2.5 h / 20 °C

6.1: NaHCO₃; TEMPO; NaClO / KBr / acetone / 2 h

6.2: 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / H₂O; tetrahydrofuran; 2-methyl-propan-2-ol / 15 h / 25 °C

7.1: 45 mg / KHCO₃ / dimethylformamide / 16 h

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hexamethyldisilazane; sodium hydrogencarbonate; potassium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; potassium bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1081/SCC-200048467

Reference yield:

: 353490-93-4
((2S,3S)-3-allyloxiran-2-yl)methanol

: 850494-60-9
(2S,3S)-2-[benzyl(tert-butoxycarbonyl)amino]-3-(tert-butyldimethylsilyloxy)hex-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / Et₃N / diethyl ether / 16 h / Heating

2.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h

2.2: NAOH / methanol; H₂O / 16 h / Heating

3.1: 78 percent / NaHCO₃ / methanol / 2.5 h / 20 °C

4.1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h

5.1: 70 percent / 4-methylbenzenesulfonic acid / methanol / 2.5 h / 20 °C

6.1: NaHCO₃; TEMPO; NaClO / KBr / acetone / 2 h

6.2: 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / H₂O; tetrahydrofuran; 2-methyl-propan-2-ol / 15 h / 25 °C

7.1: 45 mg / KHCO₃ / dimethylformamide / 16 h

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hexamethyldisilazane; sodium hydrogencarbonate; potassium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; potassium bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1081/SCC-200048467