(2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester
CAS No.:195316-88-2
Molecular Formula:C₅₃H₄₆Cl₃NO₁₈
Molecular Weight:1091.3
Hs Code.:

(2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester

Synonyms:(2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester

There total 6 articles about (2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic 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: 88.0%

: 545-06-2
trichloroacetonitrile

: (2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-hydroxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester

: 195316-88-2
(2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester

Guidance literature:: With potassium carbonate; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1080/07328309708006537

Reference yield:

: 195316-78-0
benzyl 6-O-bromoacetyl-β-D-galactopyranoside

: 195316-88-2
(2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / Py / acetonitrile / 1 h / 50 °C

2: 80 percent / thiourea / methanol / 4 h / 50 °C

3: 78 percent / TMSOTf / CH₂Cl₂ / 0.5 h / -20 °C

4: H₂ / Pd/C / acetic acid / 24 h / Ambient temperature

5: 88 percent / K₂CO₃ / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; thiourea; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; acetonitrile;
DOI:10.1080/07328309708006537

Reference yield:

: 195316-80-4
benzyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside

: 195316-88-2
(2S,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-[(2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / TMSOTf / CH₂Cl₂ / 0.5 h / -20 °C

2: H₂ / Pd/C / acetic acid / 24 h / Ambient temperature

3: 88 percent / K₂CO₃ / CH₂Cl₂ / 24 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; palladium on activated charcoal; In dichloromethane; acetic acid;
DOI:10.1080/07328309708006537