(3S,4R)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-4,5-dihydroxy-pentanoic acid ethyl ester

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Chemical Name:(3S,4R)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-4,5-dihydroxy-pentanoic acid ethyl ester
CAS No.:161401-76-9
Molecular Formula:C₂₃H₃₅N₃O₈
Molecular Weight:481.546
Hs Code.:

Synonyms:(3S,4R)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-4,5-dihydroxy-pentanoic acid ethyl ester

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Chemical Property of (3S,4R)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-4,5-dihydroxy-pentanoic acid ethyl ester

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Technology Process of (3S,4R)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-4,5-dihydroxy-pentanoic acid ethyl ester

There total 4 articles about (3S,4R)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-4,5-dihydroxy-pentanoic acid ethyl ester 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: 73.0%

: 161401-75-8
(S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester

: 161401-76-9
(3S,4R)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-4,5-dihydroxy-pentanoic acid ethyl ester

Guidance literature:: With Montmorillonite K₁₀; In ethanol; water; at 75 ℃; for 2.75h;
DOI:10.1016/0040-4039(94)88361-0

Reference yield:

: 36326-38-2,64520-58-7,91057-97-5,91926-90-8,104321-63-3,124818-64-0,128525-67-7,128525-69-9,104321-62-2,917877-01-1
ethyl (E)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate

: 161401-76-9
(3S,4R)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-4,5-dihydroxy-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) benzylamine; 2.) hydrogen / 2.) Pd/C / 1.) -20 deg C, 40 h; 2.) EtOH

2: 66 percent / HOBt, EDCl / tetrahydrofuran / 0 deg C to r.t, 12 h

3: 73 percent / Montmorillonite K₁₀ / ethanol; H₂O / 2.75 h / 75 °C

With Montmorillonite K₁₀; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; water;
DOI:10.1016/0040-4039(94)88361-0

Reference yield:

: 17445-33-9,17445-34-0,24787-89-1,121428-71-5
(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)propanoic acid

: 161401-76-9
(3S,4R)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-4,5-dihydroxy-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / HOBt, EDCl / tetrahydrofuran / 0 deg C to r.t, 12 h

2: 73 percent / Montmorillonite K₁₀ / ethanol; H₂O / 2.75 h / 75 °C

With Montmorillonite K₁₀; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; water;
DOI:10.1016/0040-4039(94)88361-0