allyl 2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidine-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:allyl 2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidine-2-deoxy-α-D-glucopyranoside
CAS No.:1343493-40-2
Molecular Formula:C₃₀H₃₉NO₁₃
Molecular Weight:621.639
Hs Code.:

Synonyms:allyl 2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidine-2-deoxy-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of allyl 2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidine-2-deoxy-α-D-glucopyranoside

Chemical Property:

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Technology Process of allyl 2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidine-2-deoxy-α-D-glucopyranoside

There total 3 articles about allyl 2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidine-2-deoxy-α-D-glucopyranoside 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: 62.0%

: 74984-84-2
prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 5158-64-5
2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide

: 1343493-40-2
allyl 2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidine-2-deoxy-α-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; N,N-dimethyl-formamide; at -40 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.carres.2011.08.027

Reference yield:

: 7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4
N-Acetyl-D-glucosamine

: 1343493-40-2
allyl 2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidine-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / acetonitrile / Reflux

2: toluene-4-sulfonic acid / N,N-dimethyl-formamide

3: silver trifluoromethanesulfonate; tetramethylurea / dichloromethane; N,N-dimethyl-formamide / 12 h / -40 - 20 °C / Inert atmosphere

With boron trifluoride diethyl etherate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; tetramethylurea; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.carres.2011.08.027

Reference yield:

: 54400-75-8
allyl 2-acetamido-2-deoxy-α-D-glucopyranoside

: 1125-88-8
benzaldehyde dimethyl acetal

: 1343493-40-2
allyl 2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidine-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide

2: silver trifluoromethanesulfonate; tetramethylurea / dichloromethane; N,N-dimethyl-formamide / 12 h / -40 - 20 °C / Inert atmosphere

With silver trifluoromethanesulfonate; toluene-4-sulfonic acid; tetramethylurea; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2011.08.027