((3S,4R,7R,8R,9S)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester

Base Information

Chemical Name:((3S,4R,7R,8R,9S)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester
CAS No.:620970-65-2
Molecular Formula:C₂₁H₂₉NO₇
Molecular Weight:407.464
Hs Code.:

Synonyms:((3S,4R,7R,8R,9S)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester

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Chemical Property of ((3S,4R,7R,8R,9S)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester

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Technology Process of ((3S,4R,7R,8R,9S)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester

There total 14 articles about ((3S,4R,7R,8R,9S)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic 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: 98.0%

: 620970-64-1
((3S,4R,7R,8R,9S)-7-Butyl-4,9-dimethyl-2,6-dioxo-8-triisopropylsilanyloxy-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester

: 620970-65-2
((3S,4R,7R,8R,9S)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1002/ejoc.201100034

Reference yield:

: 2-[(S)-2-((2S,3R)-2-Benzyloxycarbonylamino-3-hydroxy-butyryloxy)-1-triisopropylsilanyloxy-propyl]-hexanoic acid

: 620970-65-2
((3S,4R,7R,8R,9S)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / PPh₃ / benzene / 3 h / 20 °C

2: Cu(OTf)2*benzene / benzene / 3 h / 80 °C

3: 95 percent / HF*pyridine / tetrahydrofuran / 32 h / 0 °C

With copper(II) bis(trifluoromethanesulfonate); pyridine hydrogenfluoride; triphenylphosphine; In tetrahydrofuran; benzene;
DOI:10.1016/j.tetlet.2003.08.046

Reference yield:

: (2S,3R)-2-Benzyloxycarbonylamino-3-hydroxy-butyric acid (S)-1-methyl-3-(pyridin-2-ylsulfanylcarbonyl)-2-triisopropylsilanyloxy-heptyl ester

: 620970-65-2
((3S,4R,7R,8R,9S)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Cu(OTf)2*benzene / benzene / 3 h / 80 °C

2: 95 percent / HF*pyridine / tetrahydrofuran / 32 h / 0 °C

With copper(II) bis(trifluoromethanesulfonate); pyridine hydrogenfluoride; In tetrahydrofuran; benzene;
DOI:10.1016/j.tetlet.2003.08.046