n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:217298-87-8
Molecular Formula:C₂₄H₃₈N₂O₁₀
Molecular Weight:514.573
Hs Code.:

Synonyms:n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

There total 9 articles about n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-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: 81.0%

: N-[(2R,3R,4R,5S,6R)-4-Azido-6-benzyloxymethyl-2-propoxy-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

: 217298-87-8
n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With sodium hydroxide; phosphorous acid trimethyl ester; In tetrahydrofuran; water; at 20 ℃; for 1h;
DOI:10.1021/jo981245l

Reference yield:

: 149707-75-5,149707-76-6,138479-78-4
2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose

: 217298-87-8
n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / BF₃ / CH₂Cl₂ / 36 h / 0 - 20 °C

2: 100 percent / NaOCH₃ / methanol / 2 h / 20 °C

3: 81 percent / NaOH; P(OMe)3 / tetrahydrofuran; H₂O / 1 h / 20 °C

With sodium hydroxide; boron trifluoride; sodium methylate; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dichloromethane; water; 1: Condensation / 2: deprotection / 3: Staudinger reaction;
DOI:10.1021/jo981245l

Reference yield:

: 217298-81-2
n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

: 217298-87-8
n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / pyridine / 24 h / 0 - 20 °C

2: 70 percent / molecular sieves (3 Angstroem); NaCNBH₃; HCl / tetrahydrofuran; diethyl ether / 6 h / 20 °C

3: 93 percent / NaN₃ / dimethylformamide / 2 h / 80 °C

4: 70 percent / BF₃ / CH₂Cl₂ / 36 h / 0 - 20 °C

5: 100 percent / NaOCH₃ / methanol / 2 h / 20 °C

6: 81 percent / NaOH; P(OMe)3 / tetrahydrofuran; H₂O / 1 h / 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium azide; 3 A molecular sieve; boron trifluoride; sodium methylate; sodium cyanoborohydride; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 1: Esterification / 2: Ring cleavage / 3: Substitution / 4: Condensation / 5: deprotection / 6: Staudinger reaction;
DOI:10.1021/jo981245l