(S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl ester

Base Information

Chemical Name:(S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl ester
CAS No.:213176-33-1
Molecular Formula:C₂₅H₃₆N₂O₈
Molecular Weight:492.569
Hs Code.:

Synonyms:(S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl ester

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Chemical Property of (S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl ester

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Technology Process of (S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl ester

There total 1 articles about (S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl 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: 89.0%

: 1738-72-3
L-serine benzyl ester

: 73821-95-1
Boc-Asp(O-cyclohexyl)-OH

: 213176-33-1
(S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl ester

Guidance literature:: With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1016/S0040-4039(98)01170-8

Reference yield: 50.0%

: 213176-33-1
(S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl ester

: 213176-34-2
(S)-2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-4,5-dihydro-oxazole-4-carboxylic acid benzyl ester

Guidance literature:: With Burgess Reagent; In tetrahydrofuran; at 70 ℃;
DOI:10.1016/S0040-4039(98)01170-8

Reference yield:

: 213176-33-1
(S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl ester

: 213176-37-5
C₃₉H₄₈N₆O₁₂

Guidance literature:: Multi-step reaction with 9 steps

1: 50 percent / Burgess reagent / tetrahydrofuran / 70 °C

2: 70 percent / DBU, BrCCl₃ / CH₂Cl₂ / 0 deg C - RT

3: TFA / CH₂Cl₂ / Ambient temperature

4: 48 percent / isobutyl chloroformate, NMM / CH₂Cl₂ / 0 deg C to RT

5: H₂ / Pd/C / tetrahydrofuran

6: 50 percent / isobutyl chloroformate, NMM / CH₂Cl₂ / 0 deg C to RT

7: H₂ / Pd/C / tetrahydrofuran

8: TFA / CH₂Cl₂ / Ambient temperature

9: 15 percent / HATU, 2,4,6-collidine / dimethylformamide / 48 h / Ambient temperature

With 4-methyl-morpholine; 2,4,6-trimethyl-pyridine; Burgess Reagent; Bromotrichloromethane; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01170-8