4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester

Base Information

• Chemical Name: 4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester
• CAS No.: 237423-49-3
• Molecular Formula: C₂₅H₃₃NO₇S₂
• Molecular Weight: 523.672

Synonyms:4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester

Chemical Property of 4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester

Chemical Property:

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Technology Process of 4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester

There total 3 articles about 4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester 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%

methanol (67-56-1) + benzyl bromide (100-39-0) + [(4-methoxy-benzenesulfonyl)-(2-oxo-tetrahydrothiophen-3-yl)-amino]-acetic acid tert-butyl ester (257933-90-7) → 4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester (237423-49-3)

Guidance literature:

With sodium methylate;

DOI:10.1016/S0960-894X(99)00259-0

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → 4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester (237423-49-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 58 percent / DIPEA / acetonitrile / 20 °C

2.1: 67 percent / pyridine / 20 °C

3.1: MeONa / 0.5 h

3.2: methanol / 16 h

With pyridine; sodium methylate; N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/jm010097f

Reference yield:

(2-oxotetrahydro-thiophen-3-ylamino)-acetic acid tert-butyl ester (365281-96-5) → 4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester (237423-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 67 percent / pyridine / 20 °C

2.1: MeONa / 0.5 h

2.2: methanol / 16 h

With pyridine; sodium methylate;

DOI:10.1021/jm010097f

upstream raw materials:

methanol

benzyl bromide

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

bromoacetic acid tert-butyl ester

Downstream raw materials:

4-benzylsulfanyl-2-[carboxymethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester

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

4-benzylsulfanyl-2-[{[(di-pyridin-2-yl-methyl)-carbamoyl]-methyl}-(4-methoxy-benzenesulfonyl)-amino]-N-trityloxy-butyramide

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

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