N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester

Base Information

Chemical Name:N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester
CAS No.:658072-64-1
Molecular Formula:C₃₈H₄₄N₂O₁₁
Molecular Weight:704.774
Hs Code.:

Synonyms:N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester

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Chemical Property of N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester

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Technology Process of N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester

There total 1 articles about N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester 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:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: (S)-3-((2S,3R,4R,5R,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-(9H-fluoren-9-ylamino)-propionic acid tert-butyl ester

: 658072-64-1
N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 50 ℃; for 2h; under 18.7515 Torr;
DOI:10.1055/s-2003-42429

Reference yield: 80.0%

: 658072-64-1
N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 658072-65-2
N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-serine tert-butyl ester

Guidance literature:: N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester; With 4 A molecular sieve; mercury(II) cyanide; In nitromethane; dichloromethane; at 20 ℃; for 1h;

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside; With mercury(II) cyanide; In nitromethane; dichloromethane; at 20 ℃; for 15h;
DOI:10.1055/s-2003-42429

Reference yield:

: 658072-64-1
N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester

: 125760-30-7
N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]α-D-galactopyranosyl)-L-serine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4 Angstroem molecular sieves; Hg(CN)2 / CH₂Cl₂; nitromethane / 1 h / 20 °C

1.2: 80 percent / Hg(CN)2 / CH₂Cl₂; nitromethane / 15 h / 20 °C

2.1: 76 percent / aq. Ce(NH₄)2(NO₂)6 / acetonitrile / 0.75 h / 20 °C

3.1: 88 percent / pyridine / 17 h / 20 °C

4.1: 84 percent / triflouroacetic acid / methoxybenzene / 1 h / 20 °C

With ammonium cerium(IV) nitrate; 4 A molecular sieve; mercury(II) cyanide; trifluoroacetic acid; In pyridine; nitromethane; dichloromethane; methoxybenzene; acetonitrile;
DOI:10.1055/s-2003-42429