benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-lactone

Base Information

Chemical Name:benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-lactone
CAS No.:95900-07-5
Molecular Formula:C₃₂H₄₂N₂O₁₅
Molecular Weight:694.69
Hs Code.:

Synonyms:benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-lactone

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Chemical Property of benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-lactone

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Technology Process of benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-lactone

There total 4 articles about benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-lactone 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: 58.6%

: 62959-83-5
Benzyl 2-Acetamido-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-Lactone

: 10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

: 95900-07-5
benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-lactone

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In 1,2-dichloro-ethane; at 70 ℃; for 9h;
DOI:10.1016/0008-6215(84)85007-7

Reference yield:

: 10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

: 40269-09-8
benzyl 2-acetamido-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside

: 95900-08-6
benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside

: 95900-07-5
benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-lactone

Guidance literature:: With molecular sieve; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 90 ℃; for 8h; Yield given. Yields of byproduct given;
DOI:10.1016/0008-6215(84)85007-7

Reference yield:

: 15892-26-9
benzyl 2-acetamido-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside

: 95900-07-5
benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranoside 1',4-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / dicyclohexylcarbodi-imide / dioxane / Ambient temperature

2: 58.6 percent / trimethylsilyl triflate, molecular sieves 4 Angstroem / 1,2-dichloro-ethane / 9 h / 70 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dichloro-ethane;
DOI:10.1016/0008-6215(84)85007-7