erythro-Cbz-HyAsp(OMe)-OH

Base Information

Chemical Name:erythro-Cbz-HyAsp(OMe)-OH
CAS No.:104406-47-5
Molecular Formula:C₁₃H₁₅NO₇
Molecular Weight:297.265
Hs Code.:

Synonyms:erythro-Cbz-HyAsp(OMe)-OH

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Chemical Property of erythro-Cbz-HyAsp(OMe)-OH

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Technology Process of erythro-Cbz-HyAsp(OMe)-OH

There total 2 articles about erythro-Cbz-HyAsp(OMe)-OH 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: 55.0%

: 20790-73-2,771456-08-7
(2S,3R)-3-hydroxyaspartic acid β-methyl ester

: 501-53-1,94274-21-2
benzyl chloroformate

: 104406-47-5
erythro-Cbz-HyAsp(OMe)-OH

Guidance literature:: With sodium hydrogencarbonate; In diethyl ether; for 3.5h; Ambient temperature;
DOI:10.1246/bcsj.61.3265

Reference yield:

: 20790-73-2
α-Methyl L-erythro-β-Hydroxyaspartate Hydrochloride

: 501-53-1,94274-21-2
benzyl chloroformate

: 104406-47-5
erythro-Cbz-HyAsp(OMe)-OH

Guidance literature:: With potassium hydrogencarbonate; In diethyl ether; water; for 3h; Ambient temperature;
DOI:10.1248/cpb.33.3798

Reference yield:

: 104406-47-5
erythro-Cbz-HyAsp(OMe)-OH

: 92973-33-6,115935-89-2
tetrabutylammonium (3S,4S)-3-<(benzyloxycarbonyl)amino>-4-(hydroxymethyl)-2-oxoazetidine-1-sulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaBH₄; 2.) p-toluenesulfonic acid monohydrate / 1.) THF, aq. NaOH, 4 h, r.t.; 2.) CH₂Cl₂, ref., 4 h

2: 86 percent / 25-28 percent ammonia/water / hexane / 3 h / 0 - 5 °C

3: 9.31 percent / N,N-dimethyl-acetamide / 1 h / -25 - -20 °C

4: 72 percent / triethylamine / 1,2-dimethoxy-ethane / 1 h / -25 - -20 °C

5: 1.) sulfur trioxide-picoline complex; tetrabutylammonium hydrogen sulfate; 2.) KHCO₃ / 1.) CH₂Cl₂: 2 h, r.t.; 2.) ClCH₂CH₂Cl, water: 30 min, 60-65 deg C; 40 min 65-70 deg C

With ammonium hydroxide; sodium tetrahydroborate; sulfur trioxide-picoline; water; tetra(n-butyl)ammonium hydrogensulfate; potassium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In 1,2-dimethoxyethane; hexane; N,N-dimethyl acetamide;
DOI:10.1248/cpb.33.3798