(S)-3-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-2,2-dimethyl-8-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-benzyloxycarbonylamino-propionic acid benzyl ester

Base Information

Chemical Name:(S)-3-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-2,2-dimethyl-8-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-benzyloxycarbonylamino-propionic acid benzyl ester
CAS No.:183801-50-5
Molecular Formula:C₄₃H₅₄N₂O₁₉
Molecular Weight:902.904
Hs Code.:

(S)-3-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-2,2-dimethyl-8-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-benzyloxycarbonylamino-propionic acid benzyl ester

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Chemical Property of (S)-3-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-2,2-dimethyl-8-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-benzyloxycarbonylamino-propionic acid benzyl ester

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Technology Process of (S)-3-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-2,2-dimethyl-8-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-benzyloxycarbonylamino-propionic acid benzyl ester

There total 6 articles about (S)-3-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-2,2-dimethyl-8-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-benzyloxycarbonylamino-propionic acid 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:

: 114117-04-3
tert-butyldimethylsilyl 2-azido-2-deoxy-4,6-O-isopropylidene-β-D-galactopyranoside

: 183801-50-5
(S)-3-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-2,2-dimethyl-8-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-benzyloxycarbonylamino-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / Ag₂CO₃, AgClO₄, 4 Angstroem molecular sieves / CH₂Cl₂ / 9 h / Ambient temperature

2: 86 percent / Bu₄NF / tetrahydrofuran / 3 h / -20 °C

3: 92 percent / Et₃N / CH₂Cl₂ / 24 h / Ambient temperature

4: AgOTf, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

5: H₂S / pyridine; H₂O / 10 h / Ambient temperature

6: pyridine / 5 h

With 4 A molecular sieve; hydrogen sulfide; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; silver perchlorate; triethylamine; silver carbonate; In tetrahydrofuran; pyridine; dichloromethane; water;
DOI:10.1139/v96-192

Reference yield:

: 178413-03-1
Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(4aR,6S,7R,8R,8aR)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester

: 183801-50-5
(S)-3-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-2,2-dimethyl-8-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-benzyloxycarbonylamino-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / Bu₄NF / tetrahydrofuran / 3 h / -20 °C

2: 92 percent / Et₃N / CH₂Cl₂ / 24 h / Ambient temperature

3: AgOTf, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

4: H₂S / pyridine; H₂O / 10 h / Ambient temperature

5: pyridine / 5 h

With 4 A molecular sieve; hydrogen sulfide; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; water;
DOI:10.1139/v96-192

Reference yield:

: 2-azido-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4,6-O-isopropylidene-D-galactopyranose

: 183801-50-5
(S)-3-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-2,2-dimethyl-8-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-benzyloxycarbonylamino-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / Et₃N / CH₂Cl₂ / 24 h / Ambient temperature

2: AgOTf, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

3: H₂S / pyridine; H₂O / 10 h / Ambient temperature

4: pyridine / 5 h

With 4 A molecular sieve; hydrogen sulfide; silver trifluoromethanesulfonate; triethylamine; In pyridine; dichloromethane; water;
DOI:10.1139/v96-192