(3R,6S,9R)-9-Benzoylamino-6-methyl-5,8-dioxo-1,11-dithia-4,7-diaza-cyclopentadecane-3-carboxylic acid methoxy-methyl-amide

Base Information

Chemical Name:(3R,6S,9R)-9-Benzoylamino-6-methyl-5,8-dioxo-1,11-dithia-4,7-diaza-cyclopentadecane-3-carboxylic acid methoxy-methyl-amide
CAS No.:370857-89-9
Molecular Formula:C₂₂H₃₂N₄O₅S₂
Molecular Weight:496.652
Hs Code.:

Synonyms:(3R,6S,9R)-9-Benzoylamino-6-methyl-5,8-dioxo-1,11-dithia-4,7-diaza-cyclopentadecane-3-carboxylic acid methoxy-methyl-amide

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Chemical Property of (3R,6S,9R)-9-Benzoylamino-6-methyl-5,8-dioxo-1,11-dithia-4,7-diaza-cyclopentadecane-3-carboxylic acid methoxy-methyl-amide

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Technology Process of (3R,6S,9R)-9-Benzoylamino-6-methyl-5,8-dioxo-1,11-dithia-4,7-diaza-cyclopentadecane-3-carboxylic acid methoxy-methyl-amide

There total 10 articles about (3R,6S,9R)-9-Benzoylamino-6-methyl-5,8-dioxo-1,11-dithia-4,7-diaza-cyclopentadecane-3-carboxylic acid methoxy-methyl-amide 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: 25.0%

: 628-21-7
1,4-Diiodobutane

: 370857-87-7
N-((R)-2-Mercapto-1-{(S)-1-[(R)-1-(methoxy-methyl-carbamoyl)-2-tritylsulfanyl-ethylcarbamoyl]-ethylcarbamoyl}-ethyl)-benzamide

: 370857-89-9
(3R,6S,9R)-9-Benzoylamino-6-methyl-5,8-dioxo-1,11-dithia-4,7-diaza-cyclopentadecane-3-carboxylic acid methoxy-methyl-amide

Guidance literature:: N-((R)-2-Mercapto-1-{(S)-1-[(R)-1-(methoxy-methyl-carbamoyl)-2-tritylsulfanyl-ethylcarbamoyl]-ethylcarbamoyl}-ethyl)-benzamide; With triethylsilane; In dichloromethane; trifluoroacetic acid;

1,4-Diiodobutane; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene;
DOI:10.1016/S0040-4039(01)01134-0

Reference yield:

: 2-amino-N-methoxy-N-methyl-3-tritylsulfanyl-propionamide

: 370857-89-9
(3R,6S,9R)-9-Benzoylamino-6-methyl-5,8-dioxo-1,11-dithia-4,7-diaza-cyclopentadecane-3-carboxylic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: iPr₂NEt; HBTU; BtOH*H₂O / various solvent(s)

2.1: Et₂NH / CH₂Cl₂

3.1: piperidine / various solvent(s)

4.1: NaHCO₃ / CH₂Cl₂; H₂O

5.1: Bu₃P / tetrahydrofuran; H₂O

5.2: 32 percent / DBu / benzene

6.1: Et₃SiH / CH₂Cl₂; trifluoroacetic acid

7.1: DBU / benzene

With piperidine; triethylsilane; tributylphosphine; sodium hydrogencarbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; diethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; trifluoroacetic acid; benzene;
DOI:10.1016/S0040-4039(01)01134-0

Reference yield:

: (S)-2-Amino-N-[(R)-1-(methoxy-methyl-carbamoyl)-2-tritylsulfanyl-ethyl]-propionamide

: 370857-89-9
(3R,6S,9R)-9-Benzoylamino-6-methyl-5,8-dioxo-1,11-dithia-4,7-diaza-cyclopentadecane-3-carboxylic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: piperidine / various solvent(s)

2.1: NaHCO₃ / CH₂Cl₂; H₂O

3.1: Bu₃P / tetrahydrofuran; H₂O

3.2: 32 percent / DBu / benzene

4.1: Et₃SiH / CH₂Cl₂; trifluoroacetic acid

5.1: DBU / benzene

With piperidine; triethylsilane; tributylphosphine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water; trifluoroacetic acid; benzene;
DOI:10.1016/S0040-4039(01)01134-0