methyl (S)-2-(tert-butoxycarbonylamino)-5-<2-(2-methoxymethoxy)phenyl>-5-oxopentanoate

Base Information

Chemical Name:methyl (S)-2-(tert-butoxycarbonylamino)-5-<2-(2-methoxymethoxy)phenyl>-5-oxopentanoate
CAS No.:105803-19-8
Molecular Formula:C₁₉H₂₇NO₇
Molecular Weight:381.426
Hs Code.:

Synonyms:methyl (S)-2-(tert-butoxycarbonylamino)-5-<2-(2-methoxymethoxy)phenyl>-5-oxopentanoate

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Chemical Property of methyl (S)-2-(tert-butoxycarbonylamino)-5-<2-(2-methoxymethoxy)phenyl>-5-oxopentanoate

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Technology Process of methyl (S)-2-(tert-butoxycarbonylamino)-5-<2-(2-methoxymethoxy)phenyl>-5-oxopentanoate

There total 4 articles about methyl (S)-2-(tert-butoxycarbonylamino)-5-<2-(2-methoxymethoxy)phenyl>-5-oxopentanoate 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: 22.0%

: 146746-34-1
2-(methoxy)methoxyphenylmagnesium bromide

: 105405-10-5
(S)-2-tert-Butoxycarbonylamino-4-(pyridin-2-ylsulfanylcarbonyl)-butyric acid methyl ester

: 105803-19-8
methyl (S)-2-(tert-butoxycarbonylamino)-5-<2-(2-methoxymethoxy)phenyl>-5-oxopentanoate

Guidance literature:: In tetrahydrofuran; diethyl ether; at 2 ℃; for 1h;
DOI:10.1248/cpb.33.4836

Reference yield:

: 13574-13-5
Boc-Glu(OBzl)-OH

: 105803-19-8
methyl (S)-2-(tert-butoxycarbonylamino)-5-<2-(2-methoxymethoxy)phenyl>-5-oxopentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 26.4 g / diethyl ether; ethyl acetate / 1 h

2: 19.3 g / H₂ / 10percent Pd-C / 2-methyl-propan-2-ol / 4.7 h

3: 1.) CCl₃COCl, Et₃N; 2.) Et₃N / 1.) THF, -15 deg C, 20 min; 2.) -13 deg C, 45 min, RT_., 1 h

4: 22 percent / tetrahydrofuran; diethyl ether / 1 h / 2 °C

With hydrogen; triethylamine; trifluoroacetyl chloride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethyl acetate; tert-butyl alcohol;
DOI:10.1248/cpb.33.4836

Reference yield:

: 59279-58-2
N^α-tert-butyloxycarbonyl-γ-benzyloxycarbonyl-L-glutamic acid methyl ester

: 105803-19-8
methyl (S)-2-(tert-butoxycarbonylamino)-5-<2-(2-methoxymethoxy)phenyl>-5-oxopentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 19.3 g / H₂ / 10percent Pd-C / 2-methyl-propan-2-ol / 4.7 h

2: 1.) CCl₃COCl, Et₃N; 2.) Et₃N / 1.) THF, -15 deg C, 20 min; 2.) -13 deg C, 45 min, RT_., 1 h

3: 22 percent / tetrahydrofuran; diethyl ether / 1 h / 2 °C

With hydrogen; triethylamine; trifluoroacetyl chloride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; tert-butyl alcohol;
DOI:10.1248/cpb.33.4836