(2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:201789-48-2
Molecular Formula:C₄₂H₅₈O₁₈
Molecular Weight:850.912
Hs Code.:

(2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 10 articles about (2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-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: 98.0%

: 108-24-7
acetic anhydride

: 201789-47-1
(2S,3S,4S,5R,6R)-6-((2R,3R,4S,5S,6R)-2-Allyloxy-3-benzoyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 201789-48-2
(2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With pyridine; at 20 ℃; for 70h;

Reference yield:

: 613-90-1
benzoyl cyanide

: 201789-48-2
(2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 7 percent / Et₃N / acetonitrile / 2 h

2: 1.) trimethylsilyl triflate, molecular sieves AW 300, 2.) TFA / 1.) CH₂Cl₂, from -20 deg C to 20 deg C, 3 h

3: 98 percent / pyridine / 70 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; triethylamine; trifluoroacetic acid; In acetonitrile;

Reference yield:

: 86448-91-1
methyl O¹,O²,O³,O⁴-tetra(2,2-dimethyl-1-oxopropyl)-β-D-glucuronate

: 201789-48-2
(2S,3S,4S,5R,6R)-6-((2R,3S,4S,5R,6R)-3-Acetoxy-2-acetoxymethyl-6-allyloxy-5-benzoyloxy-tetrahydro-pyran-4-yloxy)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / hydrazine acetate / dimethylformamide / 70 h

2: 77 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / -30 - 20 °C

3: 1.) trimethylsilyl triflate, molecular sieves AW 300, 2.) TFA / 1.) CH₂Cl₂, from -20 deg C to 20 deg C, 3 h

4: 98 percent / pyridine / 70 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;