(S)-methyl N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinate

Base Information

Chemical Name:(S)-methyl N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinate
CAS No.:866007-58-1
Molecular Formula:C₂₃H₃₇NO₅Si
Molecular Weight:435.636
Hs Code.:

Synonyms:(S)-methyl N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinate

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Chemical Property of (S)-methyl N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinate

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Technology Process of (S)-methyl N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinate

There total 1 articles about (S)-methyl N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinate 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: 11.0%

: 135582-87-5
(S)-methyl 3-(benzyloxycarbonylamino)-2-hydroxypropanoate

: 677764-26-0
(3-methylbut-2-enyl)di(isopropyl)silane

: 866007-58-1
(S)-methyl N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinate

Guidance literature:: With tris(pentafluorophenyl)borate; In toluene; for 24h; Heating;
DOI:10.1021/jo050644v

Reference yield: 78.0%

: 866007-58-1
(S)-methyl N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinate

: (S)-N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinal

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo050644v

Reference yield:

: 866007-58-1
(S)-methyl N-(benzyloxycarbonyl)[(3-methylbut-2-enyl)di(isopropyl)silanyloxy]isoserinate

: 1-(benzyloxycarbonyl)amino-4,4-dimethylhexa-2(E),5-diene

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

2: 91 percent / toluene-d8 / 30 h / 120 °C

3: 88 percent / KF / methanol / 16 h / 20 °C

4: tetrahydrofuran / 20 h / Heating

5: triethyl phosphite / 2.5 h / Heating

With potassium fluoride; diisobutylaluminium hydride; triethyl phosphite; In tetrahydrofuran; methanol; dichloromethane; ⁽²⁾H₈-toluene; 5: Corey-Winter elimination reaction;
DOI:10.1021/jo050644v