((S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-{(1R,2R)-2-[(S)-2-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-1-tert-butoxycarbonylamino-2-oxo-ethyl]-cyclopropyl}-2-oxo-ethyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-{(1R,2R)-2-[(S)-2-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-1-tert-butoxycarbonylamino-2-oxo-ethyl]-cyclopropyl}-2-oxo-ethyl)-carbamic acid tert-butyl ester
• CAS No.: 194302-50-6
• Molecular Formula: C₃₇H₄₆N₄O₁₀
• Molecular Weight: 706.793

Synonyms:

Chemical Property of ((S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-{(1R,2R)-2-[(S)-2-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-1-tert-butoxycarbonylamino-2-oxo-ethyl]-cyclopropyl}-2-oxo-ethyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-{(1R,2R)-2-[(S)-2-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-1-tert-butoxycarbonylamino-2-oxo-ethyl]-cyclopropyl}-2-oxo-ethyl)-carbamic acid tert-butyl ester

There total 9 articles about ((S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-{(1R,2R)-2-[(S)-2-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-1-tert-butoxycarbonylamino-2-oxo-ethyl]-cyclopropyl}-2-oxo-ethyl)-carbamic acid tert-butyl 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:

1,2-cyclopropane dicarboxylic acid diester (702-28-3) → ((S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-{(1R,2R)-2-[(S)-2-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-1-tert-butoxycarbonylamino-2-oxo-ethyl]-cyclopropyl}-2-oxo-ethyl)-carbamic acid tert-butyl ester (194302-50-6)

Guidance literature:

Multi-step reaction with 9 steps

1: LAH / diethyl ether / Heating

2: 89 percent / Br₂, PPh₃ / acetonitrile / 1 h / Ambient temperature

3: 67 percent / H₂O; ethanol / 15 h / Heating

4: 66 percent / NaOH, H₂O / 2.5 h / Heating

5: 97 percent / (COCl)2, DMF / CH₂Cl₂ / 1.) 0 deg C, 2.5 h, 2.) room temperature, 2 h

6: 1.) nBuLi / 1.) hexane, THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 4 h

7: 1.) KHMDS, 2.) 2,4,6-triisopropylbenzenesulfonyl azide / 1.) THF, toluene, -78 deg C, 30 min, 2.) THF, -78 deg C, 12-15 min

8: SnCl₂ / dioxane; H₂O / 4.5 h / Ambient temperature

9: NaHCO₃ / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 2,4,6-Triisopropylbenzenesulfonyl azide; water; bromine; potassium hexamethylsilazane; sodium hydrogencarbonate; N,N-dimethyl-formamide; triphenylphosphine; tin(ll) chloride; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1016/S0040-4020(97)00657-1

Reference yield:

trans-Cyclopropyl-diessigsaeure-(1,2) (54010-19-4,59014-42-5,63975-26-8) → ((S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-{(1R,2R)-2-[(S)-2-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-1-tert-butoxycarbonylamino-2-oxo-ethyl]-cyclopropyl}-2-oxo-ethyl)-carbamic acid tert-butyl ester (194302-50-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / (COCl)2, DMF / CH₂Cl₂ / 1.) 0 deg C, 2.5 h, 2.) room temperature, 2 h

2: 1.) nBuLi / 1.) hexane, THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 4 h

3: 1.) KHMDS, 2.) 2,4,6-triisopropylbenzenesulfonyl azide / 1.) THF, toluene, -78 deg C, 30 min, 2.) THF, -78 deg C, 12-15 min

4: SnCl₂ / dioxane; H₂O / 4.5 h / Ambient temperature

5: NaHCO₃ / Ambient temperature

With n-butyllithium; oxalyl dichloride; 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane; sodium hydrogencarbonate; N,N-dimethyl-formamide; tin(ll) chloride; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0040-4020(97)00657-1

Reference yield:

((1S*,2S*)-cyclopropane-1,2-diyl)dimethanol (82442-59-9) → ((S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-{(1R,2R)-2-[(S)-2-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-1-tert-butoxycarbonylamino-2-oxo-ethyl]-cyclopropyl}-2-oxo-ethyl)-carbamic acid tert-butyl ester (194302-50-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 89 percent / Br₂, PPh₃ / acetonitrile / 1 h / Ambient temperature

2: 67 percent / H₂O; ethanol / 15 h / Heating

3: 66 percent / NaOH, H₂O / 2.5 h / Heating

4: 97 percent / (COCl)2, DMF / CH₂Cl₂ / 1.) 0 deg C, 2.5 h, 2.) room temperature, 2 h

5: 1.) nBuLi / 1.) hexane, THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 4 h

6: 1.) KHMDS, 2.) 2,4,6-triisopropylbenzenesulfonyl azide / 1.) THF, toluene, -78 deg C, 30 min, 2.) THF, -78 deg C, 12-15 min

7: SnCl₂ / dioxane; H₂O / 4.5 h / Ambient temperature

8: NaHCO₃ / Ambient temperature

With sodium hydroxide; n-butyllithium; oxalyl dichloride; 2,4,6-Triisopropylbenzenesulfonyl azide; water; bromine; potassium hexamethylsilazane; sodium hydrogencarbonate; N,N-dimethyl-formamide; triphenylphosphine; tin(ll) chloride; In 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1016/S0040-4020(97)00657-1

upstream raw materials:

di-tert-butyl dicarbonate

1,2-cyclopropane dicarboxylic acid diester

trans-Cyclopropyl-diessigsaeure-(1,2)

((1S*,2S*)-cyclopropane-1,2-diyl)dimethanol

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