N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine

Base Information

Chemical Name:N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine
CAS No.:868259-92-1
Molecular Formula:C₄₁H₄₂N₂O₁₀
Molecular Weight:722.792
Hs Code.:

Synonyms:N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine

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Chemical Property of N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine

There total 3 articles about N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine 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: 83.0%

: 868259-93-2
N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine allyl ester

: 868259-92-1
N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ja053711b

Reference yield:

: (2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Amino-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid allyl ester

: 868259-92-1
N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine

Guidance literature:: Multi-step reaction with 2 steps

1: 83 mg / methanol; CH₂Cl₂ / 2 h

2: 83 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 2 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja053711b

Reference yield:

: N-(9-fluorenylmethoxycarbonyl)-O-[2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine allyl ester

: 868259-92-1
N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine

Guidance literature:: Multi-step reaction with 3 steps

1: Zn; AcOH / CH₂Cl₂ / 2 h

2: 83 mg / methanol; CH₂Cl₂ / 2 h

3: 83 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 2 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid; zinc; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja053711b