(S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide

Base Information

Chemical Name:(S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide
CAS No.:854443-23-5
Molecular Formula:C₂₆H₂₈N₂O₅
Molecular Weight:448.519
Hs Code.:

Synonyms:(S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide

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Chemical Property of (S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide

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Technology Process of (S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide

There total 1 articles about (S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide 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: 92.0%

: 86827-18-1,92455-53-3,16677-29-5
N-benzyloxycarbonyl-O-benzyl-L-tyrosine

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 854443-23-5
(S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide

Guidance literature:: N-benzyloxycarbonyl-O-benzyl-L-tyrosine; With 4-methyl-morpholine; isobutyl chloroformate; In dichloromethane; at -15 ℃; for 0.25h;

N,O-dimethylhydroxylamine*hydrochloride; In dichloromethane; at -15 - 20 ℃; for 2h;
DOI:10.1016/j.tet.2005.03.061

Reference yield: 94.0%

: 854443-23-5
(S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide

: 1730-25-2
allylmagnesium bromide

: 854443-24-6
(S)-2-benzyloxycarbonylamino-1-(4-benzyloxyphenyl)-hex-5-en-3-one

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 ℃;
DOI:10.1016/j.tet.2005.03.061

Reference yield:

: 854443-23-5
(S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide

: 854443-32-6
C₇₅H₉₃N₇O₁₁Si

Guidance literature:: Multi-step reaction with 9 steps

1: 94 percent / diethyl ether; tetrahydrofuran / -78 °C

2: 0.47 g / K-selectride / tetrahydrofuran / 19 h / -78 °C

3: 84 percent / aq. KOH / ethanol / 6 h / Heating

4: 85 percent / triflyl azide; 4-dimethylaminopyridine; CuSO₄ / CH₂Cl₂ / 2 h / 20 °C

5: tetrabutylammonium hydrogensulfate; aq. NaOH / benzene / 1.5 h / 20 °C

6: 0.832 g / osmium tetroxide; 4-methylmorpholine N-oxide / tetrahydrofuran; H₂O; acetone / 2.5 h / 20 °C

7: 88 percent / lead tetraacetate; Na₂CO₃ / benzene / 1.17 h / 0 - 20 °C

8: 95 percent / sodium triacetoxyborohydride / 1,2-dichloro-ethane / 1 h / 20 °C

9: 52 percent / diisopropylethylamine; O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆ / dimethylformamide / 24 h / 0 - 20 °C

With lead(IV) acetate; dmap; potassium hydroxide; sodium hydroxide; osmium(VIII) oxide; triflic azide; tetra(n-butyl)ammonium hydrogensulfate; sodium tris(acetoxy)borohydride; sodium carbonate; potassium tri-sec-butyl-borohydride; copper(II) sulfate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene; 1: Grignard reaction;
DOI:10.1016/j.tet.2005.03.061