(2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene

Base Information

Chemical Name:(2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene
CAS No.:127542-08-9
Molecular Formula:C₃₈H₅₅N₃O₄SSi₂
Molecular Weight:706.109
Hs Code.:

(2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene

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Chemical Property of (2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene

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Technology Process of (2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene

There total 10 articles about (2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene 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:

: 36212-66-5
N²-(toluene-4-sulfonyl)-L-asparagine

: 127542-08-9,127570-52-9
(2S,8S)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / LiBH₄, (CH₃)3SiCl / tetrahydrofuran / <10 deg C, 30 min, then RT, 1h, then reflux, 2h

2: acetonitrile / 35 deg C, 3h, then standing overnight

3: imidazole / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) methyl trifluoromethanesulfonate, ethyldiisopropylamine, 2.) ethyldiisopropylamine / 1.) CH₂Cl₂, 0-10 deg C, 2h, 2.) reflux, overnight

With 1H-imidazole; lithium borohydride; chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine; methyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00299a013

Reference yield:

: 124921-81-9
(2S)-4-amino-2-<<(4-methylphenyl)sulfonyl>amino>butan-1-ol

: 127542-08-9,127570-52-9
(2S,8S)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene

Guidance literature:: Multi-step reaction with 3 steps

1: acetonitrile / 35 deg C, 3h, then standing overnight

2: imidazole / CH₂Cl₂ / 2 h / Ambient temperature

3: 1.) methyl trifluoromethanesulfonate, ethyldiisopropylamine, 2.) ethyldiisopropylamine / 1.) CH₂Cl₂, 0-10 deg C, 2h, 2.) reflux, overnight

With 1H-imidazole; N-ethyl-N,N-diisopropylamine; methyl trifluoromethanesulfonate; In dichloromethane; acetonitrile;
DOI:10.1021/jo00299a013

Reference yield:

: 127542-03-4
(2S)-2-amino-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahexane

: 127542-08-9,127570-52-9
(2S,8S)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene

Guidance literature:: Multi-step reaction with 4 steps

1: Na₂CO₃ / CH₂Cl₂; H₂O / 2 h / Ambient temperature

2: acetonitrile / 35 deg C, 3h, then standing overnight

3: imidazole / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) methyl trifluoromethanesulfonate, ethyldiisopropylamine, 2.) ethyldiisopropylamine / 1.) CH₂Cl₂, 0-10 deg C, 2h, 2.) reflux, overnight

With 1H-imidazole; sodium carbonate; N-ethyl-N,N-diisopropylamine; methyl trifluoromethanesulfonate; In dichloromethane; water; acetonitrile;
DOI:10.1021/jo00299a013