2-Propenyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-(phenylmethyl)--D-glucopyranoside

Base Information

• Chemical Name: 2-Propenyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-(phenylmethyl)--D-glucopyranoside
• CAS No.: 65730-02-1
• Molecular Formula: C25H31NO6
• Molecular Weight: 441.51674

Synonyms:Allyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-benzyl--D-glucopyranoside;Allyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-(phenylmethyl)--D-glucopyranoside;

Chemical Property of 2-Propenyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-(phenylmethyl)--D-glucopyranoside

Chemical Property:

• PSA: 86.25000
• LogP: 2.97260
• Solubility.: Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

Allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-(phenylmethyl)--D-glucopyranoside

There total 19 articles about 2-Propenyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-(phenylmethyl)--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: 89.0%

allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-β-D-glucopyranoside (74948-67-7) → allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (65730-02-1)

Guidance literature:

In methanol; water; acetic acid; at 50 ℃; for 2h;

DOI:10.1016/S0008-6215(00)85700-6

Reference yield: 87.0%

N-((4aR,6R,7R,8R,8aS)-6-Allyloxy-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide (65947-38-8) → allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (65730-02-1)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)81081-9

Reference yield: 86.0%

allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-tosyl-β-D-glucopyranoside (74352-48-0) + sodium phenyl-methanolate (20194-18-7) → allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (65730-02-1)

Guidance literature:

In benzyl alcohol; benzene; at 85 ℃; for 1.5h;

DOI:10.1016/S0008-6215(00)85527-5

upstream raw materials:

N-((4aR,6R,7R,8R,8aS)-6-Allyloxy-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-tosyl-β-D-glucopyranoside

sodium phenyl-methanolate

allyl 2-acetamido-3-O-benzyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester

allyl 2-acetamido-4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

allyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

allyl 2-acetamido-2-deoxy-3,6-di-O-benzyl-β-D-xylohexopyranosid-4-ulose

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