propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside

Base Information

• Chemical Name: propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside
• CAS No.: 1310060-46-8
• Molecular Formula: C₂₀H₂₅NO₈S
• Molecular Weight: 439.486

Synonyms:propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside

Chemical Property of propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside

There total 2 articles about propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside 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: 95.0%

toluene-4-sulfonamide (70-55-3) + propargyl alcohol (107-19-7) + D-glucal triacetate (2873-29-2) → propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside (1310060-46-8)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 20 ℃; for 0.5h; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c1ob05068k

Reference yield: 84.0%

3,4,6-tri-O-acetyl-D-glucal (52485-06-0) + toluene-4-sulfonamide (70-55-3) + propargyl alcohol (107-19-7) → propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside (1310060-46-8)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 20 ℃; for 0.333333h; stereoselective reaction; Inert atmosphere;

DOI:10.3762/bjoc.10.134

Reference yield: 98.0%

propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside (1310060-46-8) + benzyl azide (622-79-7) → 1-benzyl-4-(3'-p-toluenesulfonamido-4',6'-di-O-acetyl-4',3'-dideoxy-α-D-allo-pyranosyloxymethyl)-1H-1,2,3-triazol (1644077-48-4)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In N,N-dimethyl-formamide; at 70 ℃; for 0.25h; Reagent/catalyst; Solvent; Temperature; Time; regioselective reaction; Sealed tube; Microwave irradiation;

DOI:10.3762/bjoc.10.134

upstream raw materials:

toluene-4-sulfonamide

propargyl alcohol

D-glucal triacetate

3,4,6-tri-O-acetyl-D-glucal

Downstream raw materials:

1-benzyl-4-(3'-p-toluenesulfonamido-4',6'-di-O-acetyl-4',3'-dideoxy-α-D-allo-pyranosyloxymethyl)-1H-1,2,3-triazol

1-tert-butylacetyl-4-(3'-p-toluenesulfonamido-4',6'-di-O-acetyl-2',3'-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

1-(hept-6'-en-1-yl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

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