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

Base Information

Chemical Name:ethyl (2S,4S)-4-[(benzyloxy)methyl]-2-{[(tert-butoxy)carbonyl]amino}-5-methylhexanoate
CAS No.:172900-77-5
Molecular Formula:C₂₂H₃₅NO₅
Molecular Weight:393.524
Hs Code.:

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

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

Chemical Property:

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

There total 9 articles about ethyl (2S,4S)-4-[(benzyloxy)methyl]-2-{[(tert-butoxy)carbonyl]amino}-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:

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

: 953820-32-1
(2S,4S)-ethyl 2-amino-4-(benzyloxymethyl)-5-methylhexanoate

: 172900-77-5
ethyl (2S,4S)-4-[(benzyloxy)methyl]-2-{[(tert-butoxy)carbonyl]amino}-5-methylhexanoate

Guidance literature:: With diethylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1002/hlca.200390235

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 172900-77-5
ethyl (2S,4S)-4-[(benzyloxy)methyl]-2-{[(tert-butoxy)carbonyl]amino}-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 / tetrahydrofuran / -40 °C

5.2: tetrahydrofuran / 16 h / -40 - -18 °C

6.1: 1N HCl / acetonitrile / 20 °C

7.1: Et₂N / CH₂Cl₂ / 16 h / 20 °C

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

Reference yield:

: 145589-03-3
(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one

: 172900-77-5
ethyl (2S,4S)-4-[(benzyloxy)methyl]-2-{[(tert-butoxy)carbonyl]amino}-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 / tetrahydrofuran / -40 °C

5.2: tetrahydrofuran / 16 h / -40 - -18 °C

6.1: 1N HCl / acetonitrile / 20 °C

7.1: Et₂N / CH₂Cl₂ / 16 h / 20 °C

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