(R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide

Base Information

Chemical Name:(R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide
CAS No.:154960-18-6
Molecular Formula:C₃₇H₄₈N₄O₄S₃
Molecular Weight:709.011
Hs Code.:

(R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide

Synonyms:

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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 (R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide

Chemical Property:

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Safty Information:

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Technology Process of (R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide

There total 19 articles about (R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide 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:

: 79-30-1
isobutyryl chloride

: (R)-2-[(R)-2-((S)-2-Amino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionamide

: 154960-18-6
(R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 2h; Yield given;
DOI:10.1016/S0040-4020(97)00523-1

Reference yield:

: 15960-81-3
benzyl bromomethyl thioether

: 154960-18-6
(R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide

Guidance literature:: Multi-step reaction with 8 steps

1: 60 percent / LiNEt₂ / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 deg C, 4 h, warm to 0 deg C

2: LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

3: DIEA, HOAt, CIP / CH₂Cl₂ / 24 h / 25 °C

4: HBr, AcOH / CH₂Cl₂ / 1 h / 25 °C

5: DIEA, HOAt, CIP / CH₂Cl₂ / 24 h / 25 °C

6: HBr, AcOH / CH₂Cl₂ / 1 h / 25 °C

7: Et₃N / CH₂Cl₂ / 2 h / 25 °C

8: 1.) NaOH, 2.) NH₄Cl, DIEA, HOAt, CIP / 1.) DMF, 25 deg C, overnight, 2.) CH₂Cl₂, 25 deg C, 24 h

With lithium hydroxide; sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; lithium diethylamide; hydrogen bromide; ammonium chloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1016/S0040-4020(97)00523-1

Reference yield:

: 143564-90-3
(2R,4R)-4-Benzylsulfanylmethyl-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

: 154960-18-6
(R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide

Guidance literature:: Multi-step reaction with 7 steps

1: LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

2: DIEA, HOAt, CIP / CH₂Cl₂ / 24 h / 25 °C

3: HBr, AcOH / CH₂Cl₂ / 1 h / 25 °C

4: DIEA, HOAt, CIP / CH₂Cl₂ / 24 h / 25 °C

5: HBr, AcOH / CH₂Cl₂ / 1 h / 25 °C

6: Et₃N / CH₂Cl₂ / 2 h / 25 °C

7: 1.) NaOH, 2.) NH₄Cl, DIEA, HOAt, CIP / 1.) DMF, 25 deg C, overnight, 2.) CH₂Cl₂, 25 deg C, 24 h

With lithium hydroxide; sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; hydrogen bromide; ammonium chloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4020(97)00523-1