(R)-benzyl 4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-ylcarbamate

Base Information

• Chemical Name: (R)-benzyl 4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-ylcarbamate
• CAS No.: 870812-30-9
• Molecular Formula: C20H24N2O3S
• Molecular Weight: 372.488
• Mol file: 870812-30-9.mol

Synonyms:(R)-benzyl 4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-ylcarbamate;Benzyl [(R)-4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-yl]carbamate;N-[(1R)-3-(Dimethylamino)-3-oxo-1-[(phenylthio)methyl]propyl]carbamic Acid Phenylmethyl Ester;CarbaMic acid, N-[(1R)-3-(diMethylaMino)-3-oxo-1-[(phenylthio)Methyl]propyl]-, phenylMethyl ester

Chemical Property of (R)-benzyl 4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-ylcarbamate

Chemical Property:

• PSA: 87.43000
• Density: 1.20
• LogP: 3.75640
• Solubility.: Chloroform, Dichloromethane, DMSO, Methanol

Purity/Quality:

99% ^*data from raw suppliers

N-[(1R)-3-(Dimethylamino)-3-oxo-1-[(phenylthio)methyl]propyl]carbamic acid phenylmethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate used in the preparation of N-sulfonylcarboximidamides to trigger cell death. (R)-benzyl 4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-ylcarbamate is used in the preparation of N-sulfonylcarboximidamides to trigger cell death.

Technology Process of (R)-benzyl 4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-ylcarbamate

There total 7 articles about (R)-benzyl 4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-ylcarbamate 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: 95.0%

benzyl (1R)-3-(dimethylamino)-1-(hydroxymethyl)-3-oxopropylcarbamate (870812-29-6) + diphenyldisulfane (882-33-7) → benzyl {(1R)-3-(dimethylamino)-3-oxo-1-[(phenylthio)methyl]propyl}carbamate (870812-30-9)

Guidance literature:

With tributylphosphine; In toluene; at 80 ℃; for 16h;

Reference yield: 85.0%

(R)-4-benzyloxycarbonylamino-4,5-dihydro-2(3H)-furanone (118399-28-3) + dimethyl amine (124-40-3) + diphenyldisulfane (882-33-7) → benzyl {(1R)-3-(dimethylamino)-3-oxo-1-[(phenylthio)methyl]propyl}carbamate (870812-30-9)

Guidance literature:

(R)-4-benzyloxycarbonylamino-4,5-dihydro-2(3H)-furanone; dimethyl amine; In tetrahydrofuran; at 100 ℃; for 0.333333h; Microwave irradiation;

diphenyldisulfane; With tributylphosphine; In toluene; at 105 ℃; for 0.416667h; Microwave irradiation;

DOI:10.1016/j.bmcl.2009.12.045

Reference yield: 48.0%

C15H22N2O6S (1027345-10-3) + thiophenol (108-98-5) → benzyl {(1R)-3-(dimethylamino)-3-oxo-1-[(phenylthio)methyl]propyl}carbamate (870812-30-9)

Guidance literature:

thiophenol; With sodium hydride; In tetrahydrofuran; at 0 - 10 ℃; for 1h;

C₁₅H₂₂N₂O₆S; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;

upstream raw materials:

benzyl (1R)-3-(dimethylamino)-1-(hydroxymethyl)-3-oxopropylcarbamate

diphenyldisulfane

C₁₅H₂₂N₂O₆S

thiophenol

Downstream raw materials:

(R)-benzyl 4-oxo-1-(phenylthio)butan-2-ylcarbamate

4-(((1R)-3-(dimethylamino)-1-((phenylthio)methyl)propyl)amino)-3-nitrobenzenesulfonamide

(R)-N¹,N¹-dimethyl-4-(phenylthio)butane-1,3-diamine

(3R)-3-amino-N,N-dimethyl-4-(phenylthio)butanamide

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