N-fluorenylmethoxycarbonyl-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

Base Information

Chemical Name:N-fluorenylmethoxycarbonyl-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester
CAS No.:638207-70-2
Molecular Formula:C₃₈H₄₄N₂O₁₀
Molecular Weight:688.775
Hs Code.:

Synonyms:N-fluorenylmethoxycarbonyl-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-fluorenylmethoxycarbonyl-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of N-fluorenylmethoxycarbonyl-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

There total 10 articles about N-fluorenylmethoxycarbonyl-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine 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: 88.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 189561-75-9
N-Fmoc-(O-N-acetylgalactosaminyl)threonine tert-butyl ester

: 638207-70-2
N-fluorenylmethoxycarbonyl-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; for 3h;
DOI:10.1002/anie.200501593

Reference yield:

: 73731-37-0
Fmoc-Thr-OH

: 638207-70-2
N-fluorenylmethoxycarbonyl-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: dicyclohexyl-carbodiimide; copper(l) chloride

2: silver (II) carbonate; silver perchlorate

3: acetic acid; zinc

4: methanol; sodium methylate / pH 9

5: toluene-4-sulfonic acid

With methanol; silver (II) carbonate; sodium methylate; silver perchlorate; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; copper(l) chloride; zinc; 2: Koenigs-Knorr synthesis;
DOI:10.1002/ejoc.201100304

Reference yield:

: 120173-56-0
N^α-(9-fluorenylmethoxycarbony)-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threonine tert-butyl ester

: 638207-70-2
N-fluorenylmethoxycarbonyl-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: MeONa / methanol / 3 h / pH 8.5

2: 1.18 g / p-TsOH / acetonitrile / 15 h / 20 °C / pH 4

With sodium methylate; toluene-4-sulfonic acid; In methanol; acetonitrile;
DOI:10.1002/chem.200400228