Acetic acid (1S,2R,6S,7R,8R)-4-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.0^2,6]undec-7-yl ester

Base Information

• Chemical Name: Acetic acid (1S,2R,6S,7R,8R)-4-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.0^2,6]undec-7-yl ester
• CAS No.: 176389-17-6
• Molecular Formula: C₂₄H₂₉NO₁₄
• Molecular Weight: 555.493

Synonyms:

Chemical Property of Acetic acid (1S,2R,6S,7R,8R)-4-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.0^2,6]undec-7-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of Acetic acid (1S,2R,6S,7R,8R)-4-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.0^2,6]undec-7-yl ester

There total 1 articles about Acetic acid (1S,2R,6S,7R,8R)-4-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.0^2,6]undec-7-yl 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:

acetic anhydride (108-24-7) + (1S,2R,6S,7R,8R)-7-Hydroxy-3-((1R,4R,5S,6S)-4,5,6-trihydroxy-3-hydroxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.02,6]undecan-4-one → Acetic acid (1S,2R,6S,7R,8R)-4-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.02,6]undec-7-yl ester (176389-17-6)

Guidance literature:

With pyridine; Yield given;

DOI:10.1016/0040-4039(96)00298-5

Reference yield: 91.0%

acetic anhydride (108-24-7) + Acetic acid (1S,2R,6S,7R,8R)-4-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.02,6]undec-7-yl ester (176389-17-6) → Acetic acid (3aR,4S,7R,7aS)-6-acetoxy-4-acetoxymethyl-2-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-hexahydro-pyrano[3,4-d]oxazol-7-yl ester (190446-28-7)

Guidance literature:

With triethylsilyl trifluoromethyl sulfonate;

DOI:10.1016/0040-4039(96)00298-5

Reference yield:

Acetic acid (1S,2R,6S,7R,8R)-4-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.02,6]undec-7-yl ester (176389-17-6) → Acetic acid (1S,2R,5R,6S)-5,6-diacetoxy-2-((3aR,4S,6R,7R,7aS)-7-acetoxy-4-acetoxymethyl-6-bromo-2-oxo-tetrahydro-pyrano[3,4-d]oxazol-3-yl)-4-acetoxymethyl-cyclohex-3-enyl ester (176389-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / triethylsilyl triflate

2: HBr / acetic acid

With hydrogen bromide; triethylsilyl trifluoromethyl sulfonate; In acetic acid;

DOI:10.1016/0040-4039(96)00298-5

upstream raw materials:

acetic anhydride

Downstream raw materials:

Acetic acid (3aR,4S,7R,7aS)-6-acetoxy-4-acetoxymethyl-2-oxo-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

Acetic acid (1S,2R,5R,6S)-5,6-diacetoxy-2-((3aR,4S,6R,7R,7aS)-7-acetoxy-4-acetoxymethyl-6-bromo-2-oxo-tetrahydro-pyrano[3,4-d]oxazol-3-yl)-4-acetoxymethyl-cyclohex-3-enyl ester

Acetic acid (3aR,4S,6S,7R,7aS)-4-acetoxymethyl-2-oxo-6-phenylsulfanyl-3-((1R,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enyl)-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

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