(2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3,4-O-sulfuryl-octadecane-3,4-diol

Base Information

• Chemical Name: (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3,4-O-sulfuryl-octadecane-3,4-diol
• CAS No.: 1094213-79-2
• Molecular Formula: C₄₂H₅₇NO₇SSi
• Molecular Weight: 748.069

Synonyms:(2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3,4-O-sulfuryl-octadecane-3,4-diol

Chemical Property of (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3,4-O-sulfuryl-octadecane-3,4-diol

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3,4-O-sulfuryl-octadecane-3,4-diol

There total 1 articles about (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3,4-O-sulfuryl-octadecane-3,4-diol 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: 100.0%

(2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-octadecane-3,4-diol (1094213-77-0) → (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3,4-O-sulfuryl-octadecane-3,4-diol (1094213-79-2)

Guidance literature:

(2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-octadecane-3,4-diol; With thionyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 0.666667h;

With sodium periodate; ruthenium(III) chloride trihydrate; In tetrachloromethane; water; acetonitrile; for 2.5h;

DOI:10.1021/ol802379b

Reference yield: 98.0%

(2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3,4-O-sulfuryl-octadecane-3,4-diol (1094213-79-2) → (2S,3S,4R)-4-azido-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-octadecan-3-ol (1094213-83-8)

Guidance literature:

With sodium azide; 15-crown-5; In N,N-dimethyl-formamide; at 80 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ol802379b

Reference yield: 91.0%

(2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3,4-O-sulfuryl-octadecane-3,4-diol (1094213-79-2) + benzoic acid (65-85-0,8013-63-6) → (2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3-hydroxy-octadecan-4-yl benzoate (1094213-81-6)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 7.5h;

DOI:10.1021/ol802379b

upstream raw materials:

(2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-octadecane-3,4-diol

Downstream raw materials:

(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-phthalimido-octadecan-4-yl thiobenzoate

(2S,3R)-(4E)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-octadec-4-en-3-ol

(2S,3S,4R)-4-azido-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-octadecan-3-ol

(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3-hydroxy-octadecan-4-yl benzoate

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