Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

Base Information

Chemical Name:Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate
CAS No.:145655-06-7
Molecular Formula:C₃₁H₄₇NO₅Si
Molecular Weight:541.803
Hs Code.:

Methyl (4S,5S)-5-<N-(tert-Butoxycarbonyl)benzylamino>-4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

Synonyms:Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

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Chemical Property of Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

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Technology Process of Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

There total 13 articles about Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate 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: 89.0%

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

: 145655-06-7
Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

Guidance literature:: With sodium tetrahydroborate; nickel dichloride; In methanol; a) 0 deg C, 1 h, b) r.t., 18 h;
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

: 145655-06-7
Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

Guidance literature:: Multi-step reaction with 5 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

5: NiCl₂*6H₂O, NaBH₄ / methanol / 1.) 0 deg C, 1 h, 2.) r.t., 18 h

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

Reference yield:

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

: 145655-06-7
Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: toluene / 24 h / Ambient temperature

2: NiCl₂*6H₂O, NaBH₄ / methanol / 1.) 0 deg C, 1 h, 2.) r.t., 18 h

With sodium tetrahydroborate; nickel dichloride; In methanol; toluene;
DOI:10.1021/jo00129a037