n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-β-D-glucopyranoside

Base Information

Chemical Name:n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-β-D-glucopyranoside
CAS No.:217298-92-5
Molecular Formula:C₆₁H₇₉N₃O₁₄
Molecular Weight:1078.31
Hs Code.:

n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-β-D-glucopyranoside

Synonyms:n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-β-D-glucopyranoside

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Chemical Property of n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-β-D-glucopyranoside

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Technology Process of n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-β-D-glucopyranoside

There total 13 articles about n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-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: 52.0%

: 217298-89-0
1,3,4,5-tetra-O-benzyl-2,6-(N-2-oxoethylimino)-2,6,7-trideoxy-L-glycero-D-manno-heptitol

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

: 217298-92-5
n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-β-D-glucopyranoside

Guidance literature:: With sodium cyanoborohydride; In methanol; at 20 ℃; for 6h;
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

: 217298-92-5
n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 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

4: 52 percent / NaCNBH₃ / methanol / 6 h / 20 °C

With sodium hydroxide; boron trifluoride; sodium methylate; sodium cyanoborohydride; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dichloromethane; water; 1: Condensation / 2: deprotection / 3: Staudinger reaction / 4: Alkylation;
DOI:10.1021/jo981245l

Reference yield:

: 217298-94-7
(2R,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methyl-piperidine

: 217298-92-5
n-propyl 2-acetamido-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-6-O-benzyl-3-amino-3-N-{2-[N-(1,3,4,5-tetra-O-benzyl-β-L-homofuconojirimycinyl)]ethyl}-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: EtN(i-Pr)2 / CH₂Cl₂ / 24 h / 0 - 20 °C

2: aq. HCl / tetrahydrofuran / 1 h / 60 °C

3: 135 mg / NaIO₄ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

4: 52 percent / NaCNBH₃ / methanol / 6 h / 20 °C

With hydrogenchloride; sodium periodate; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; 1: Alkylation / 2: Hydrolysis / 3: Oxidation / 4: Alkylation;
DOI:10.1021/jo981245l