(2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester

Base Information

Chemical Name:(2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester
CAS No.:866555-17-1
Molecular Formula:C₃₉H₅₁N₃O₇Si
Molecular Weight:701.935
Hs Code.:

(2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester

Synonyms:(2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester

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Chemical Property of (2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester

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Technology Process of (2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester

There total 18 articles about (2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl 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: 79.0%

: 866555-16-0
(2S,3S)-2-{[(S)-2-Azido-3-((S)-2-benzyloxycarbonylamino-propionyloxy)-2-methyl-propionyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester

: 866555-17-1
(2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester

: (S)-2-Benzyloxycarbonylamino-propionic acid (2S,5S)-5-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-6-methoxy-2,4-dimethyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-ylmethyl ester

Guidance literature:: With trimethylphosphane; In tetrahydrofuran; toluene; at 25 ℃; for 2h;
DOI:10.1002/anie.200500702

Reference yield:

: 866555-26-2
(2R,3R)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carboxylic acid

: 866555-17-1
(2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: hexane / 40 h / 20 °C

2.1: K₂CO₃ / acetone / 18 h / 20 °C

3.1: pyridine / CH₂Cl₂ / 0.42 h / 0 °C

4.1: NaN₃ / dimethylformamide / 0.67 h / 20 °C

5.1: H₂ / Pd/C / methanol / 1 h / 20 °C / 760 Torr

6.1: 1.46 g / 1-hydroxy-7-azabenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; iPr₂NEt / CH₂Cl₂ / 18 h / 20 °C

7.1: 85 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

8.1: 83 percent / NaH / tetrahydrofuran / 0.5 h / 0 °C

9.1: 100 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C

10.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 0.5 h / 20 °C

10.2: 88 percent / CH₂Cl₂ / 24 h / 20 °C

11.1: 79 percent / PMe₃ / toluene / 0.03 h / 0 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium azide; 1-hydroxy-7-aza-benzotriazole; hydrogen; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trimethylphosphane; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ja060064v

Reference yield:

: 866555-10-4
(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid methyl ester

: 866555-17-1
(2S,3S)-2-{[(S)-2-((S)-1-Benzyloxycarbonylamino-ethyl)-4-methyl-4,5-dihydro-oxazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine / CH₂Cl₂ / 0.42 h / 0 °C

2.1: NaN₃ / dimethylformamide / 0.67 h / 20 °C

3.1: H₂ / Pd/C / methanol / 1 h / 20 °C / 760 Torr

4.1: 1.46 g / 1-hydroxy-7-azabenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; iPr₂NEt / CH₂Cl₂ / 18 h / 20 °C

5.1: 85 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

6.1: 83 percent / NaH / tetrahydrofuran / 0.5 h / 0 °C

7.1: 100 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C

8.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 0.5 h / 20 °C

8.2: 88 percent / CH₂Cl₂ / 24 h / 20 °C

9.1: 79 percent / PMe₃ / toluene / 0.03 h / 0 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium azide; 1-hydroxy-7-aza-benzotriazole; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trimethylphosphane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja060064v