methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-methoxymethoxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine

Base Information

Chemical Name:methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-methoxymethoxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine
CAS No.:253194-99-9
Molecular Formula:C₂₄H₄₃NO₈S₂Si
Molecular Weight:565.825
Hs Code.:

Synonyms:methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-methoxymethoxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine

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Chemical Property of methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-methoxymethoxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine

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Technology Process of methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-methoxymethoxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine

There total 6 articles about methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-methoxymethoxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine 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: 71.0%

: 107-30-2
chloromethyl methyl ether

: methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-hydroxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine

: 253194-99-9
methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-methoxymethoxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; sodium iodide; In 1,2-dimethoxyethane; for 4h; Heating;
DOI:10.1021/jm990330y

Reference yield:

: 52-67-5
3,3-dimethyl-D-cysteine

: 253194-99-9
methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-methoxymethoxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine

Guidance literature:: Multi-step reaction with 6 steps

1: 2 N aq. NaOH / ethanol / 20 °C

2: Et₃N / dioxane; H₂O / 18 h / 20 °C

3: methanol; diethyl ether

4: 1 N aq. HCl / tetrahydrofuran / 20 °C

5: 82 percent / Et₃N; (dimethylamino)pyridine / CH₂Cl₂ / 20 °C

6: 71 percent / NaI; i-Pr₂NEt / 1,2-dimethoxy-ethane / 4 h / Heating

With hydrogenchloride; dmap; sodium hydroxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; water; 1: Alkylation / 2: sulfonylation / 3: Esterification / 4: Hydrolysis / 5: silylation / 6: Alkylation;
DOI:10.1021/jm990330y

Reference yield:

: (S)-2-Amino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethylsulfanyl)-3-methyl-butyric acid

: 253194-99-9
methyl N-[(4-methoxyphenyl)sulfonyl]-S-(2(S)-methoxymethoxy-3-tert-butyldimethylsiloxypropyl)-D-penicillamine

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / dioxane; H₂O / 18 h / 20 °C

2: methanol; diethyl ether

3: 1 N aq. HCl / tetrahydrofuran / 20 °C

4: 82 percent / Et₃N; (dimethylamino)pyridine / CH₂Cl₂ / 20 °C

5: 71 percent / NaI; i-Pr₂NEt / 1,2-dimethoxy-ethane / 4 h / Heating

With hydrogenchloride; dmap; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; 1: sulfonylation / 2: Esterification / 3: Hydrolysis / 4: silylation / 5: Alkylation;
DOI:10.1021/jm990330y