Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-hexenoate

Base Information

Chemical Name:Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-hexenoate
CAS No.:145655-11-4
Molecular Formula:C₃₁H₄₅NO₅Si
Molecular Weight:539.788
Hs Code.:

Methyl (4S,5S)-5-<N-(tert-Butoxycarbonyl)benzylamino>-4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-hexenoate

Synonyms:Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-hexenoate

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Chemical Property of Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-hexenoate

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Technology Process of Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-hexenoate

There total 12 articles about Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-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: 100.0%

: 145655-02-3
(2R,3S)-3--2-<(tert-butyldimethylsilyl)oxy>-4-phenylbutanal

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 145655-11-4
Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-hexenoate

Guidance literature:: In benzene; for 36h; Ambient temperature;
DOI:10.1016/S0040-4039(00)60888-2

Reference yield:

: 145655-01-2
(1'R,2'S)-2-<2-(N-benzyl-N-tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl>-1,3-thiazole

: 145655-11-4
Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-hexenoate

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N, DMAP / dimethylformamide / 1 h / Ambient temperature

2: molecular sieves 4 Angstroem / acetonitrile / 0.25 h / Ambient temperature

3: 1.) NaBH₄, 2.) aq. HgCl₂ / 1.) MeOH, r.t., 10 min, 2.) CH₃CN, r.t., 15 min

4: toluene / 24 h / Ambient temperature

With dmap; sodium tetrahydroborate; 4 A molecular sieve; triethylamine; mercury dichloride; In N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo00129a037

Reference yield:

: 145655-10-3
(1'R,2'S)-2-<2'-<(N-tert-Butoxycarbonyl)benzylamino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

: 145655-11-4
Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(E)-hexenoate

Guidance literature:: Multi-step reaction with 3 steps

1: molecular sieves 4 Angstroem / acetonitrile / 0.25 h / Ambient temperature

2: 1.) NaBH₄, 2.) aq. HgCl₂ / 1.) MeOH, r.t., 10 min, 2.) CH₃CN, r.t., 15 min

3: toluene / 24 h / Ambient temperature

With sodium tetrahydroborate; 4 A molecular sieve; mercury dichloride; In toluene; acetonitrile;
DOI:10.1021/jo00129a037