[(1S,2S)-2-Hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-3-trimethylsilanyl-propyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(1S,2S)-2-Hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-3-trimethylsilanyl-propyl]-carbamic acid benzyl ester
CAS No.:335170-39-3
Molecular Formula:C₂₀H₃₁NO₆Si
Molecular Weight:409.555
Hs Code.:

Synonyms:[(1S,2S)-2-Hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-3-trimethylsilanyl-propyl]-carbamic acid benzyl ester

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Chemical Property of [(1S,2S)-2-Hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-3-trimethylsilanyl-propyl]-carbamic acid benzyl ester

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Technology Process of [(1S,2S)-2-Hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-3-trimethylsilanyl-propyl]-carbamic acid benzyl ester

There total 5 articles about [(1S,2S)-2-Hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-3-trimethylsilanyl-propyl]-carbamic acid benzyl ester 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: 72.0%

: 13170-43-9
(trimethylsilyl)methylmagnesium chloride

: 183671-34-3
1-[N-(benzyloxycarbonyl)-(1S)-1-amino-2-oxoethyl]-4-methyl-2,6,7-trioxa-bicyclo[2.2.2]octane

: 335170-39-3
[(1S,2S)-2-Hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-3-trimethylsilanyl-propyl]-carbamic acid benzyl ester

Guidance literature:: In tetrahydrofuran; for 6h; Heating;
DOI:10.1016/S0040-4020(00)01146-7

Reference yield:

: 99314-44-0
(3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate

: 335170-39-3
[(1S,2S)-2-Hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-3-trimethylsilanyl-propyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 78 percent / NaI / dimethylformamide / 48 h

2.1: BF₃*Et₂O / CH₂Cl₂ / 6 h / 0 °C

2.2: 93 percent / Et₃N / CH₂Cl₂ / 0.5 h

3.1: (COCl)2; DMSO / CH₂Cl₂ / 1.5 h / -78 °C

3.2: 96 percent / DIPEA / CH₂Cl₂ / -78 - 0 °C

4.1: 72 percent / tetrahydrofuran / 6 h / Heating

With oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4.1: Grignard reaction;
DOI:10.1016/S0040-4020(00)01146-7

Reference yield:

: 3143-02-0
3-hydroxymethyl-3-methyloxethane

: 335170-39-3
[(1S,2S)-2-Hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-3-trimethylsilanyl-propyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / pyridine / 1.5 h

2.1: 78 percent / NaI / dimethylformamide / 48 h

3.1: BF₃*Et₂O / CH₂Cl₂ / 6 h / 0 °C

3.2: 93 percent / Et₃N / CH₂Cl₂ / 0.5 h

4.1: (COCl)2; DMSO / CH₂Cl₂ / 1.5 h / -78 °C

4.2: 96 percent / DIPEA / CH₂Cl₂ / -78 - 0 °C

5.1: 72 percent / tetrahydrofuran / 6 h / Heating

With oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; sodium iodide; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide; 5.1: Grignard reaction;
DOI:10.1016/S0040-4020(00)01146-7