N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester

Base Information

Chemical Name:N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester
CAS No.:1319033-47-0
Molecular Formula:C₃₈H₄₂N₂O₁₁
Molecular Weight:702.758
Hs Code.:

Synonyms:N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester

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Chemical Property of N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester

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Technology Process of N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester

There total 2 articles about N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl 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

: 301843-65-2
N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester

: 1319033-47-0
N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 55 ℃; for 6h; under 15.0015 Torr; regioselective reaction;
DOI:10.1071/CH10464

Reference yield:

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 1319033-47-0
N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; sodium carbonate / 1,4-dioxane / Cooling with ice

1.2: 20 °C / Cooling with ice

1.3: pH 3.5

2.1: tetrabutylammomium bromide; water; sodium hydrogencarbonate / dichloromethane / 20 h / 20 °C / Inert atmosphere

3.1: boron trifluoride diethyl etherate / dichloromethane / 78 h / 40 °C / 760.05 Torr / Inert atmosphere; Cooling with ice

4.1: water; copper(II) sulfate; acetic acid; zinc / tetrahydrofuran / 0.5 h / 20 °C

5.1: methanol; acetyl chloride / 36 h / 40 °C

6.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 6 h / 55 °C / 15 Torr

With methanol; boron trifluoride diethyl etherate; tetrabutylammomium bromide; water; sodium hydrogencarbonate; sodium carbonate; toluene-4-sulfonic acid; copper(II) sulfate; acetic acid; acetyl chloride; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1071/CH10464

Reference yield: 63.0%

: 1319033-47-0
N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester

: 74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,142831-80-9,127061-80-7
2,3,4,6-tetra-O-acetyl-D-galactopyranosyl trichloroacetimidate

: 1319033-52-7
N-(9H-fluoren-9-ylmethoxycarbonyl)-O-{2-acetamido-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-2-deoxy-α-D-galactopyranosyl}-L-threonine allyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 - 20 ℃; for 2h; Molecular sieve;
DOI:10.1071/CH10464