(1R-,2R-,4R-,8R-,9S-,11R- or 11S)-6,6-dimethyl-11-phenyl-13-trichloromethyl-3,5,7,10,14,16-hexaoxa-12-aza-tetracyclo<9,4,1,0^2,9.0^4,8>-hexadec-12-ene

Base Information

• Chemical Name: (1R-,2R-,4R-,8R-,9S-,11R- or 11S)-6,6-dimethyl-11-phenyl-13-trichloromethyl-3,5,7,10,14,16-hexaoxa-12-aza-tetracyclo<9,4,1,0^2,9.0^4,8>-hexadec-12-ene
• CAS No.: 108782-71-4
• Molecular Formula: C₁₈H₁₈Cl₃NO₆
• Molecular Weight: 450.703

Synonyms:(1R-,2R-,4R-,8R-,9S-,11R- or 11S)-6,6-dimethyl-11-phenyl-13-trichloromethyl-3,5,7,10,14,16-hexaoxa-12-aza-tetracyclo<9,4,1,0^2,9.0^4,8>-hexadec-12-ene

Chemical Property of (1R-,2R-,4R-,8R-,9S-,11R- or 11S)-6,6-dimethyl-11-phenyl-13-trichloromethyl-3,5,7,10,14,16-hexaoxa-12-aza-tetracyclo<9,4,1,0^2,9.0^4,8>-hexadec-12-ene

Chemical Property:

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Technology Process of (1R-,2R-,4R-,8R-,9S-,11R- or 11S)-6,6-dimethyl-11-phenyl-13-trichloromethyl-3,5,7,10,14,16-hexaoxa-12-aza-tetracyclo<9,4,1,0^2,9.0^4,8>-hexadec-12-ene

There total 2 articles about (1R-,2R-,4R-,8R-,9S-,11R- or 11S)-6,6-dimethyl-11-phenyl-13-trichloromethyl-3,5,7,10,14,16-hexaoxa-12-aza-tetracyclo<9,4,1,0^2,9.0^4,8>-hexadec-12-ene 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: 47.0%

3,5-O-benzylidene-1,2-O-isopropylidene-6-O-trichloroacetimidoyl-α-D-glucofuranose (108782-69-0,108782-70-3) → (1R-,2R-,4R-,8R-,9S-,11R- or 11S)-6,6-dimethyl-11-phenyl-13-trichloromethyl-3,5,7,10,14,16-hexaoxa-12-aza-tetracyclo<9,4,1,02,9.04,8>-hexadec-12-ene (108782-71-4)

Guidance literature:

With pyridine; N-Bromosuccinimide; In tetrachloromethane; for 1.25h; Heating;

Reference yield:

3,5-O-benzylidene-1,2-O-isopropylidene-α-D-glucofuranoside (22164-09-6) → (1R-,2R-,4R-,8R-,9S-,11R- or 11S)-6,6-dimethyl-11-phenyl-13-trichloromethyl-3,5,7,10,14,16-hexaoxa-12-aza-tetracyclo<9,4,1,02,9.04,8>-hexadec-12-ene (108782-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole, NaH / tetrahydrofuran / 1.) 0 deg C, 5 min, 2.) room temperature, 5 min

2: 47 percent / NBS, pyridine / CCl₄ / 1.25 h / Heating

With pyridine; 1H-imidazole; N-Bromosuccinimide; sodium hydride; In tetrahydrofuran; tetrachloromethane;

Reference yield:

(1R-,2R-,4R-,8R-,9S-,11R- or 11S)-6,6-dimethyl-11-phenyl-13-trichloromethyl-3,5,7,10,14,16-hexaoxa-12-aza-tetracyclo<9,4,1,02,9.04,8>-hexadec-12-ene (108782-71-4) → 1,2-O-isopropylidene-α-D-glucofuranose (18549-40-1)

Guidance literature:

With water; sodium methylate; trifluoroacetic acid; Yield given. Multistep reaction; 1.) CHCl₃, 1 min, 2.) MeOH;

upstream raw materials:

3,5-O-benzylidene-1,2-O-isopropylidene-6-O-trichloroacetimidoyl-α-D-glucofuranose

3,5-O-benzylidene-1,2-O-isopropylidene-α-D-glucofuranoside

Downstream raw materials:

1,2-O-isopropylidene-α-D-glucofuranose

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