(2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(2-hydroxyethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine

Base Information

Chemical Name:(2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(2-hydroxyethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine
CAS No.:175846-20-5
Molecular Formula:C₃₅H₃₉N₃O₆S₂
Molecular Weight:661.843
Hs Code.:

Synonyms:(2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(2-hydroxyethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine

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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 (2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(2-hydroxyethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine

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Technology Process of (2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(2-hydroxyethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine

There total 9 articles about (2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(2-hydroxyethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine 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: 77.0%

: (2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(N-p-methoxybenzyloxycarbonyl-N-methoxycarbonylmethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine

: 175846-20-5
(2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(2-hydroxyethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine

Guidance literature:: With lithium borohydride; In tetrahydrofuran; for 0.5h; Ambient temperature;
DOI:10.7164/antibiotics.49.199

Reference yield:

: 104773-44-6
(2S,4R)-1-p-methoxybenzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester

: 175846-20-5
(2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(2-hydroxyethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / triethylamine / CH₂Cl₂ / 0.25 h / -30 °C

2: 1) sodium hydride / 1) DMF, room temperature, 1 h, 2) 60 deg C, 30 min

3: 68 percent / LiBH₄ / tetrahydrofuran / 0.5 h / 60 °C

4: 87.4 percent / triethylamine / CH₂Cl₂ / 0.33 h / -30 °C

5: 78.1 percent / dimethylformamide / 1 h / 100 °C

6: 78 percent / H₂NNH₂*H₂O / CH₂Cl₂; methanol / 5 h / 60 °C

7: 41 percent / triethylamine / CH₂Cl₂ / 0.33 h / -30 °C

8: 73 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.67 h

9: 77 percent / LiBH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

With lithium borohydride; sodium hydride; hydrazine hydrate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.49.199

Reference yield:

: 148016-87-9
(2S,4R)-1-p-methoxybenzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylic acid methyl ester

: 175846-20-5
(2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(2-hydroxyethylsulfamoyl)aminomethyl-4-tritylthiopyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1: 1) sodium hydride / 1) DMF, room temperature, 1 h, 2) 60 deg C, 30 min

2: 68 percent / LiBH₄ / tetrahydrofuran / 0.5 h / 60 °C

3: 87.4 percent / triethylamine / CH₂Cl₂ / 0.33 h / -30 °C

4: 78.1 percent / dimethylformamide / 1 h / 100 °C

5: 78 percent / H₂NNH₂*H₂O / CH₂Cl₂; methanol / 5 h / 60 °C

6: 41 percent / triethylamine / CH₂Cl₂ / 0.33 h / -30 °C

7: 73 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.67 h

8: 77 percent / LiBH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

With lithium borohydride; sodium hydride; hydrazine hydrate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.49.199