benzyl (3S)-4-[benzyl-(2-ethoxy-2-oxoethyl)amino]-3-(tert-butoxycarbonylamino)-4-oxobutanoate

Base Information

Chemical Name:benzyl (3S)-4-[benzyl-(2-ethoxy-2-oxoethyl)amino]-3-(tert-butoxycarbonylamino)-4-oxobutanoate
CAS No.:321918-75-6
Molecular Formula:C₂₇H₃₄N₂O₇
Molecular Weight:498.576
Hs Code.:

Synonyms:benzyl (3S)-4-[benzyl-(2-ethoxy-2-oxoethyl)amino]-3-(tert-butoxycarbonylamino)-4-oxobutanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl (3S)-4-[benzyl-(2-ethoxy-2-oxoethyl)amino]-3-(tert-butoxycarbonylamino)-4-oxobutanoate

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Technology Process of benzyl (3S)-4-[benzyl-(2-ethoxy-2-oxoethyl)amino]-3-(tert-butoxycarbonylamino)-4-oxobutanoate

There total 1 articles about benzyl (3S)-4-[benzyl-(2-ethoxy-2-oxoethyl)amino]-3-(tert-butoxycarbonylamino)-4-oxobutanoate 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: 99.0%

: 7536-58-5,98482-77-0
BOC-L-aspartic acid 4-benzyl ester

: 6436-90-4
ethyl 2-(benzylamino)acetate

: 321918-75-6
benzyl (3S)-4-[benzyl-(2-ethoxy-2-oxoethyl)amino]-3-(tert-butoxycarbonylamino)-4-oxobutanoate

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; at 10 - 20 ℃; for 17h;

Reference yield: 78.0%

: 321918-75-6
benzyl (3S)-4-[benzyl-(2-ethoxy-2-oxoethyl)amino]-3-(tert-butoxycarbonylamino)-4-oxobutanoate

: 252873-54-4
benzyl 2-[(2S)-4-benzyl-3,6-dioxopiperazin-2-yl]acetate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 15 - 20 ℃; for 16h;

Reference yield:

: 321918-75-6
benzyl (3S)-4-[benzyl-(2-ethoxy-2-oxoethyl)amino]-3-(tert-butoxycarbonylamino)-4-oxobutanoate

: 169448-66-2
{(R)-1-[(S)-2-(2-Cyclopropoxy-ethyl)-4-(naphthalene-1-carbonyl)-piperazin-1-ylmethyl]-2-tritylsulfanyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) aq. HCl, 2.) aq. NaHCO₃ / 1.) CHCl₃

2: LiAlH₄ / tetrahydrofuran / 15 h / Heating

3: CH₂Cl₂ / 2 h

4: 100 percent / H₂ / 10percent Pd/C / methanol / 16 h

5: 90 percent / EDC*HCl, HOBT / dimethylformamide

6: Hg(O₂CCH₃)2 / 18 h / 20 °C

7: (C₂H₅)2Zn / diethyl ether / 1 h / 30 °C

8: TFA / CH₂Cl₂ / 0.75 h

9: NaBH(OAc)3 / 1,2-dichloro-ethane / 18 h / 0 - 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; mercury(II) diacetate; hydrogen; diethylzinc; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9508090