(2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester
• CAS No.: 195063-75-3
• Molecular Formula: C₅₃H₄₉ClO₁₈
• Molecular Weight: 1009.41

Synonyms:(2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

Chemical Property of (2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

There total 3 articles about (2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-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: 85.0%

benzyl 2-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside (146530-59-8) + 2,4,6-tri-O-benzoyl-3-O-chloroacetyl-α-D-glucopyranosyl bromide (195063-71-9) → (2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester (195063-75-3)

Guidance literature:

With 2,4,6-trimethyl-pyridine; 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 0.583333h; Ambient temperature;

DOI:10.1002/prac.19973390196

Reference yield:

1,2,4,6-tetra-O-benzoyl-β-D-glucopyranoside (72076-17-6) → (2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester (195063-75-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / NaHCO₃ / dimethylformamide / 2 h / Ambient temperature

2: 93 percent / 30percent HBr / acetic acid; CH₂Cl₂ / 1.5 h / Ambient temperature

3: 85 percent / AgOTf, molecular sieves 3 Angstroem, 2,4,6-trimethylpyridine / CH₂Cl₂ / 0.58 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; 3 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; sodium hydrogencarbonate; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1002/prac.19973390196

Reference yield:

1,2,4,6-tetra-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranoside (30572-03-3) → (2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester (195063-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / 30percent HBr / acetic acid; CH₂Cl₂ / 1.5 h / Ambient temperature

2: 85 percent / AgOTf, molecular sieves 3 Angstroem, 2,4,6-trimethylpyridine / CH₂Cl₂ / 0.58 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; 3 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; In dichloromethane; acetic acid;

DOI:10.1002/prac.19973390196

upstream raw materials:

benzyl 2-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside

2,4,6-tri-O-benzoyl-3-O-chloroacetyl-α-D-glucopyranosyl bromide

1,2,4,6-tetra-O-benzoyl-β-D-glucopyranoside

1,2,4,6-tetra-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranoside

Downstream raw materials:

O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose

benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-α-D-glucopyranoside

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 195063-75-3 (2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send