2-[(2R,3R,4R,6R)-2,3-Diacetoxy-6-acetoxymethyl-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl ester

Base Information

Chemical Name:2-[(2R,3R,4R,6R)-2,3-Diacetoxy-6-acetoxymethyl-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl ester
CAS No.:404898-62-0
Molecular Formula:C₂₄H₃₁NO₁₂S
Molecular Weight:557.576
Hs Code.:

Synonyms:2-[(2R,3R,4R,6R)-2,3-Diacetoxy-6-acetoxymethyl-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl ester

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Chemical Property of 2-[(2R,3R,4R,6R)-2,3-Diacetoxy-6-acetoxymethyl-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl ester

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Technology Process of 2-[(2R,3R,4R,6R)-2,3-Diacetoxy-6-acetoxymethyl-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl ester

There total 4 articles about 2-[(2R,3R,4R,6R)-2,3-Diacetoxy-6-acetoxymethyl-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl 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: 50.0%

: 108-24-7
acetic anhydride

: 2-[(2R,3R,4R,6R)-6-Acetoxymethyl-2,3-dihydroxy-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl ester

: 404898-62-0
2-[(2R,3R,4R,6R)-2,3-Diacetoxy-6-acetoxymethyl-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl ester

Guidance literature:: With triethylamine;
DOI:10.1016/S0040-4039(01)01771-3

Reference yield:

: 108-59-8
malonic acid dimethyl ester

: 404898-62-0
2-[(2R,3R,4R,6R)-2,3-Diacetoxy-6-acetoxymethyl-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / SnCl₄; N,O-bis(trimethylsilyl)acetamide / CH₂Cl₂ / -78 - -20 °C

2: N-methylmorpholine-N-oxide / OsO₄ / acetone; H₂O

3: 50 percent / Et₃N

With N,O-bis-(trimethylsilyl)-acetamide; tin(IV) chloride; 4-methylmorpholine N-oxide; triethylamine; osmium(VIII) oxide; In dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(01)01771-3

Reference yield:

: Acetic acid (2R,4S)-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridin-2-ylmethyl ester

: 404898-62-0
2-[(2R,3R,4R,6R)-2,3-Diacetoxy-6-acetoxymethyl-1-(toluene-4-sulfonyl)-piperidin-4-yl]-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / SnCl₄; N,O-bis(trimethylsilyl)acetamide / CH₂Cl₂ / -78 - -20 °C

2: N-methylmorpholine-N-oxide / OsO₄ / acetone; H₂O

3: 50 percent / Et₃N

With N,O-bis-(trimethylsilyl)-acetamide; tin(IV) chloride; 4-methylmorpholine N-oxide; triethylamine; osmium(VIII) oxide; In dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(01)01771-3