2,2,2-Trichloro-acetimidic acid (3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-yl ester

Base Information

Chemical Name:2,2,2-Trichloro-acetimidic acid (3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-yl ester
CAS No.:918948-15-9
Molecular Formula:C₃₃H₃₁Cl₃N₄O₅
Molecular Weight:669.992
Hs Code.:

Synonyms:2,2,2-Trichloro-acetimidic acid (3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-yl ester

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Chemical Property of 2,2,2-Trichloro-acetimidic acid (3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-yl ester

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Technology Process of 2,2,2-Trichloro-acetimidic acid (3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-yl ester

There total 7 articles about 2,2,2-Trichloro-acetimidic acid (3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-yl 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: 83.0%

: 918948-15-9
2,2,2-Trichloro-acetimidic acid (3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-yl ester

Guidance literature:

Reference yield:

: (3R,4R,5S,6R)-3-Azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ol

: 545-06-2
trichloroacetonitrile

: 918948-15-9
2,2,2-Trichloro-acetimidic acid (3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-yl ester

Guidance literature:: With potassium carbonate; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/ol062464t

Reference yield:

: 918948-03-5
2-azido-3-O-benzoyl-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate

: 918948-15-9
2,2,2-Trichloro-acetimidic acid (3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / borane/tetrahydrofuran complex; copper(II) trifluoromethanesulfonate / tetrahydrofuran / 20 °C

2: triethylamine / CH₂Cl₂ / 8 h / 20 °C

3: molecular sieves 3 Angstroem; triethylsilane; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 3 h / cooling

4: ammonia / tetrahydrofuran; methanol / 8.5 h / 0 °C

5: potassium carbonate / CH₂Cl₂ / 16 h / 20 °C

With tetrahydrofuran; triethylsilane; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; borane; ammonia; copper(II) bis(trifluoromethanesulfonate); potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol062464t