2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester
CAS No.:1053621-92-3
Molecular Formula:C₃₅H₄₇F₃N₂O₁₀
Molecular Weight:712.761
Hs Code.:

2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

There total 19 articles about 2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-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:

: C₃₈H₅₄F₃N₂O₁₀P

: 1053621-92-3
2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Guidance literature:: With water; In tetrahydrofuran; for 1.5h;
DOI:10.1021/jo00096a022

Reference yield:

: 35780-85-9
methyl 2-O-methyl-4,6-O-(phenylmethylene)-β-D-galactopyranoside

: 1053621-92-3
2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / CH₂Cl₂ / 20 h / 0 °C

2: benzene / 24 h / 23 °C

3: 97 percent / CF₃COOH / methanol / 22 h / 45 °C

4: 85 percent / di-n-butyltin oxide, tetra-n-butylammonium bromide, 3 Angstroem molecular sieves / acetonitrile / 8 h / 80 °C

5: 90 percent / 3 Angstroem molecular sieves, N-iodosuccinimide / CH₂Cl₂ / 0.17 h

6: tetrahydrofuran / 1.5 h

7: H₂O / tetrahydrofuran / 1.5 h

With pyridine; N-iodo-succinimide; 3 A molecular sieve; tetrabutylammomium bromide; water; di(n-butyl)tin oxide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00096a022

Reference yield:

: 100-39-0
benzyl bromide

: 1053621-92-3
2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaH / tetrahydrofuran / 3 h

2: tetrahydrofuran / 1 h

3: H₂O / tetrahydrofuran / 2 h

4: Et₃N / CH₂Cl₂ / 0.5 h

5: 90 percent / 3 Angstroem molecular sieves, N-iodosuccinimide / CH₂Cl₂ / 0.17 h

6: tetrahydrofuran / 1.5 h

7: H₂O / tetrahydrofuran / 1.5 h

With N-iodo-succinimide; 3 A molecular sieve; water; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00096a022