benzyl (2-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)carbamate

Base Information

• Chemical Name: benzyl (2-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)carbamate
• CAS No.: 1355611-21-0
• Molecular Formula: C₁₈H₂₆N₂O₄S
• Molecular Weight: 366.481

Synonyms:benzyl (2-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)carbamate

Chemical Property of benzyl (2-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)carbamate

Chemical Property:

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Technology Process of benzyl (2-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)carbamate

There total 3 articles about benzyl (2-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)carbamate 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: 99.0%

C18H26N2O5 (1355611-18-5) → benzyl (2-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)carbamate (1355611-21-0)

Guidance literature:

With Lawessons reagent; sodium hydrogencarbonate; In toluene; at 120 ℃; for 3h;

DOI:10.1021/jo201753q

Reference yield:

(2S,5S)-2,5-bis(methoxymethyl)pyrrolidine (90290-05-4,93621-94-4,105016-60-2,144993-81-7) → benzyl (2-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)carbamate (1355611-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine; dicyclohexyl-carbodiimide

2: Lawessons reagent; sodium hydrogencarbonate / toluene / 3 h / 120 °C

With Lawessons reagent; dmap; sodium hydrogencarbonate; triethylamine; dicyclohexyl-carbodiimide; In toluene;

DOI:10.1021/jo201753q

Reference yield:

N-(Benzyloxycarbonyl)glycine (1138-80-3) → benzyl (2-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)carbamate (1355611-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine; dicyclohexyl-carbodiimide

2: Lawessons reagent; sodium hydrogencarbonate / toluene / 3 h / 120 °C

With Lawessons reagent; dmap; sodium hydrogencarbonate; triethylamine; dicyclohexyl-carbodiimide; In toluene;

DOI:10.1021/jo201753q

upstream raw materials:

C₁₈H₂₆N₂O₅

(2S,5S)-2,5-bis(methoxymethyl)pyrrolidine

N-(Benzyloxycarbonyl)glycine

Downstream raw materials:

benzyl (2S,3S)-1-((2S,5S)-2,5-bis(methoxymethyl)pyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate

(S)-methyl 2-((S)-1-(benzyloxycarbonylamino)-2-((2S,5S)-2,5-bis-(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)but-3-enoate

(S)-ethyl 2-((S)-1-(benzyloxycarbonylamino)-2-((2S,5S)-2,5-bis-(methoxymethyl)pyrrolidin-1-yl)-2-thioxoethyl)but-3-enoate

(2S,3S)-2-(benzyloxycarbonylamino)-3-(ethoxycarbonyl)pent-4-enoic acid

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