methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate

Base Information

Chemical Name:methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate
CAS No.:180182-92-7
Molecular Formula:C₂₁H₃₃NO₅
Molecular Weight:379.497
Hs Code.:

Synonyms:methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate

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Chemical Property of methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate

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Technology Process of methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate

There total 9 articles about methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate 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: 91.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 179993-16-9
methyl(2S,4S)-2-amino-4-[(benzyloxy)methyl]-5-methylhexanoate

: 180182-92-7
methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate

Guidance literature:: In dichloromethane; at 20 ℃; for 6h;
DOI:10.1002/hlca.200390235

Reference yield:

: 34619-03-9
tert-butyldicarbonate

: 179993-16-9
methyl(2S,4S)-2-amino-4-[(benzyloxy)methyl]-5-methylhexanoate

: 180182-92-7
methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 180182-92-7
methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: TiCl₄; Huenig'base / CH₂Cl₂ / 1 h / 0 °C

1.2: 50 percent / CH₂Cl₂ / 20 h / 0 °C

2.1: H₂O₂; LiOH / tetrahydrofuran; H₂O / 0 - 2 °C

2.2: 92 percent / tetrahydrofuran; H₂O / 16 h / 20 °C

3.1: NaBH₄ / tetrahydrofuran / 0.67 h / 10 - 20 °C

3.2: I₂ / tetrahydrofuran / 72 h / 20 °C

3.3: 92 percent / tetrahydrofuran; methanol / 1 h / 20 °C

4.1: 70 percent / Ph₃P; NBS / 20 °C

5.1: BuLi / hexane / 2 h / -70 °C

5.2: 90 percent / tetrahydrofuran / 64 h / -18 °C

6.1: 80 percent / 1N HCl / acetonitrile / 20 °C

7.1: 91 percent / CH₂Cl₂ / 6 h / 20 °C

With hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; dihydrogen peroxide; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile;
DOI:10.1002/hlca.200390235