N-(9-fluorenylmethoxycarbonyl)-O-[O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-threonine benzyl ester

Base Information

Chemical Name:N-(9-fluorenylmethoxycarbonyl)-O-[O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-threonine benzyl ester
CAS No.:482576-72-7
Molecular Formula:C₆₄H₇₅NO₃₀
Molecular Weight:1338.29
Hs Code.:

N-(9-fluorenylmethoxycarbonyl)-O-[O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-threonine benzyl ester

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Chemical Property of N-(9-fluorenylmethoxycarbonyl)-O-[O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-threonine benzyl ester

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-[O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-threonine benzyl ester

There total 7 articles about N-(9-fluorenylmethoxycarbonyl)-O-[O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-threonine benzyl 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: 61.0%

: 73724-48-8
N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester

: 482576-70-5
(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-α-D-mannopyranosyl fluoride

: 482576-72-7
N-(9-fluorenylmethoxycarbonyl)-O-[O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-threonine benzyl ester

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; for 4h;
DOI:10.1071/CH01204

Reference yield:

: 69685-28-5
acetyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-β-D-mannopyranose

: 482576-72-7
N-(9-fluorenylmethoxycarbonyl)-O-[O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-threonine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / HF-pyridine complex / CH₂Cl₂ / 3 h / 0 °C

2: 60 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / CH₂Cl₂ / 3 h

3: 55 percent / HF-pyridine complex / CH₂Cl₂ / 3 h / 0 °C

4: 61 percent / BF₃*Et₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h

With 4 A molecular sieve; boron trifluoride diethyl etherate; pyridine hydrogenfluoride; In dichloromethane;
DOI:10.1071/CH01204

Reference yield:

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

: 482576-72-7
N-(9-fluorenylmethoxycarbonyl)-O-[O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-threonine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / Et₃N / CH₂Cl₂

2: 61 percent / BF₃*Et₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h

With 4 A molecular sieve; boron trifluoride diethyl etherate; triethylamine; In dichloromethane;
DOI:10.1071/CH01204