(4R,1'S)-2-<1'-<(benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-<<(2,2-dimethoxyethyl)amino>carbonyl>-3,4,5,6-tetrahydropyrimidine

Base Information

Chemical Name:(4R,1'S)-2-<1'-<(benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-<<(2,2-dimethoxyethyl)amino>carbonyl>-3,4,5,6-tetrahydropyrimidine
CAS No.:159801-74-8
Molecular Formula:C₂₆H₃₄N₄O₅
Molecular Weight:482.58
Hs Code.:

Synonyms:(4R,1'S)-2-<1'-<(benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-<<(2,2-dimethoxyethyl)amino>carbonyl>-3,4,5,6-tetrahydropyrimidine

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Chemical Property of (4R,1'S)-2-<1'-<(benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-<<(2,2-dimethoxyethyl)amino>carbonyl>-3,4,5,6-tetrahydropyrimidine

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Technology Process of (4R,1'S)-2-<1'-<(benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-<<(2,2-dimethoxyethyl)amino>carbonyl>-3,4,5,6-tetrahydropyrimidine

There total 12 articles about (4R,1'S)-2-<1'-<(benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-<<(2,2-dimethoxyethyl)amino>carbonyl>-3,4,5,6-tetrahydropyrimidine 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: 84.0%

: 159801-73-7
(4R,1'S)-2-<1'-<(Benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-carboxy-3,4,5,6-tetrahydropyrimidine

: 22483-09-6
2,2-dimethoxyethylamine

: 159801-74-8
(4R,1'S)-2-<1'-<(benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-<<(2,2-dimethoxyethyl)amino>carbonyl>-3,4,5,6-tetrahydropyrimidine

Guidance literature:: With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; 1.) 0 deg C, 5 h, 2.) 20 deg C, overnight;
DOI:10.1021/jo00104a022

Reference yield:

: 95260-60-9
(2S,4S)-benzyl 4-benzyl-5-oxo-2-phenyloxazolidine-3-carboxylate

: 159801-74-8
(4R,1'S)-2-<1'-<(benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-<<(2,2-dimethoxyethyl)amino>carbonyl>-3,4,5,6-tetrahydropyrimidine

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) KN(TMS)2, 2.) BF₃*Et₂O / 1.) THF, -78 deg C, 15 min, 2.) -78 deg C, 1.5 h

2: 88 percent / pyridine / CH₂Cl₂ / 48 h / 20 °C

3: 93 percent / NaN₃ / dimethylformamide / 20 h / 40 °C

4: 1 M aq. NaOH / methanol / 48 h / 20 °C

5: H₂, 2 M aq. HCl / 10percent Pd/C / ethanol / 2 h / 20 °C / 2844.3 Torr

6: dioxane / 4 h / 55 °C

7: Et₃N / dioxane; dimethylformamide / 1.) 20 deg C, 4 h, 2.) 40 deg C, overnight

8: 84 percent / DPPA, Et₃N / dimethylformamide / 1.) 0 deg C, 5 h, 2.) 20 deg C, overnight

With pyridine; hydrogenchloride; sodium hydroxide; sodium azide; boron trifluoride diethyl etherate; diphenyl-phosphinic acid; hydrogen; potassium hexamethylsilazane; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00104a022

Reference yield:

: (R)-2-Amino-4-azido-2-benzyl-butyric acid

: 159801-74-8
(4R,1'S)-2-<1'-<(benzyloxycarbonyl)-amino>ethyl>-4-benzyl-4-<<(2,2-dimethoxyethyl)amino>carbonyl>-3,4,5,6-tetrahydropyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1: H₂, 2 M aq. HCl / 10percent Pd/C / ethanol / 2 h / 20 °C / 2844.3 Torr

2: dioxane / 4 h / 55 °C

3: Et₃N / dioxane; dimethylformamide / 1.) 20 deg C, 4 h, 2.) 40 deg C, overnight

4: 84 percent / DPPA, Et₃N / dimethylformamide / 1.) 0 deg C, 5 h, 2.) 20 deg C, overnight

With hydrogenchloride; diphenyl-phosphinic acid; hydrogen; triethylamine; palladium on activated charcoal; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00104a022