4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide

Base Information

Chemical Name:4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide
CAS No.:365282-22-0
Molecular Formula:C₅₂H₆₁N₃O₆S₂
Molecular Weight:888.205
Hs Code.:

Synonyms:4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide

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Chemical Property of 4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide

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Technology Process of 4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide

There total 6 articles about 4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide 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: 90.0%

: 31938-11-1
O-tritylhydroxylamine

: 365282-12-8
4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-butyric acid

: 365282-22-0
4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide

Guidance literature:: 4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-butyric acid; With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; for 0.333333h;

O-tritylhydroxylamine; In tetrahydrofuran; for 16h; Further stages.;
DOI:10.1021/jm010097f

Reference yield:

: 365281-96-5
(2-oxotetrahydro-thiophen-3-ylamino)-acetic acid tert-butyl ester

: 365282-22-0
4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 67 percent / pyridine / 20 °C

2.1: MeONa / 0.5 h

2.2: methanol / 16 h

3.1: 68 percent / TFA / CH₂Cl₂ / 4 h

4.1: EDC; HOBt; NMM / CH₂Cl₂ / 0.33 h

4.2: 92 percent / CH₂Cl₂ / 15 h

5.1: 85 percent / aq. LiOH / tetrahydrofuran / 16 h

6.1: EDC; HOBt; NMM / tetrahydrofuran / 0.33 h

6.2: 90 percent / tetrahydrofuran / 16 h

With 4-methyl-morpholine; pyridine; lithium hydroxide; sodium methylate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm010097f

Reference yield:

: 257933-90-7
[(4-methoxy-benzenesulfonyl)-(2-oxo-tetrahydrothiophen-3-yl)-amino]-acetic acid tert-butyl ester

: 365282-22-0
4-benzylsulfanyl-2-[[(dicyclohexylmethyl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide

Guidance literature:: Multi-step reaction with 5 steps

1.1: MeONa / 0.5 h

1.2: methanol / 16 h

2.1: 68 percent / TFA / CH₂Cl₂ / 4 h

3.1: EDC; HOBt; NMM / CH₂Cl₂ / 0.33 h

3.2: 92 percent / CH₂Cl₂ / 15 h

4.1: 85 percent / aq. LiOH / tetrahydrofuran / 16 h

5.1: EDC; HOBt; NMM / tetrahydrofuran / 0.33 h

5.2: 90 percent / tetrahydrofuran / 16 h

With 4-methyl-morpholine; lithium hydroxide; sodium methylate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm010097f