Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-yloxy)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-yloxy)-tetrahydro-pyran-3-yl ester
• CAS No.: 916595-88-5
• Molecular Formula: C₂₄H₃₄O₁₀
• Molecular Weight: 482.528

Synonyms:Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-yloxy)-tetrahydro-pyran-3-yl ester

Chemical Property of Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-yloxy)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-yloxy)-tetrahydro-pyran-3-yl ester

There total 2 articles about Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-yloxy)-tetrahydro-pyran-3-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: 58.0%

Verbenol (1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1,473-67-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-yloxy)-tetrahydro-pyran-3-yl ester (916595-88-5)

Guidance literature:

With silver carbonate; In diethyl ether; at 20 ℃; for 24h;

DOI:10.1007/s10600-006-0173-8

Reference yield: 20.0%

trans-Verbenol (473-67-6,1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-yloxy)-tetrahydro-pyran-3-yl ester (916595-88-5)

Guidance literature:

With calcium sulfate; silver trifluoroacetate; sodium hydrogencarbonate; In diethyl ether; at 0 ℃; for 1h;

upstream raw materials:

trans-Verbenol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Verbenol

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