(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-tert-butoxylcarbonylamino-4-(2-methoxyethoxy)methoxy-2-hexenoate

Base Information

Chemical Name:(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-tert-butoxylcarbonylamino-4-(2-methoxyethoxy)methoxy-2-hexenoate
CAS No.:1335286-61-7
Molecular Formula:C₃₆H₅₃NO₈Si
Molecular Weight:655.904
Hs Code.:

Synonyms:(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-tert-butoxylcarbonylamino-4-(2-methoxyethoxy)methoxy-2-hexenoate

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Chemical Property of (1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-tert-butoxylcarbonylamino-4-(2-methoxyethoxy)methoxy-2-hexenoate

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Technology Process of (1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-tert-butoxylcarbonylamino-4-(2-methoxyethoxy)methoxy-2-hexenoate

There total 10 articles about (1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-tert-butoxylcarbonylamino-4-(2-methoxyethoxy)methoxy-2-hexenoate 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:

: 1135051-09-0
(2R,3S)-3-tert-butyldiphenylsilyloxy-4-penten-2-ol

: C₂₂H₂₈Cl₃NO₈

: 1335286-61-7
(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-tert-butoxylcarbonylamino-4-(2-methoxyethoxy)methoxy-2-hexenoate

Guidance literature:: With dmap; In toluene; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.08.014

Reference yield:

: 1174412-62-4
(3R,4S)-4-tert-butyldimethylsilyloxy-3-tert-butyldiphenylsilyloxy-1-pentene

: 1335286-61-7
(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-tert-butoxylcarbonylamino-4-(2-methoxyethoxy)methoxy-2-hexenoate

Guidance literature:: Multi-step reaction with 2 steps

1: water; acetic acid / tetrahydrofuran / Inert atmosphere

2: dmap / toluene / 1 h / 20 °C / Inert atmosphere

With dmap; water; acetic acid; In tetrahydrofuran; toluene; 2: Yamaguchi reaction;
DOI:10.1016/j.tet.2011.08.014

Reference yield:

: C₁₇H₂₃NO₄

: 1335286-61-7
(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-tert-butoxylcarbonylamino-4-(2-methoxyethoxy)methoxy-2-hexenoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; sodium hydroxide / tetrahydrofuran; methanol

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 0.5 h / 50 °C / Inert atmosphere

3.1: tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / chloroform / 3 h / 0 - 70 °C / Inert atmosphere

4.1: sodium hydroxide / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C / Inert atmosphere

4.2: pH 3 - 4 / Inert atmosphere

5.1: triethylamine / toluene / 0.5 h / 0 °C / Inert atmosphere

6.1: dmap / toluene / 1 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; water; tetra-(n-butyl)ammonium iodide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; toluene; 6.1: Yamaguchi reaction;
DOI:10.1016/j.tet.2011.08.014