[(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester
CAS No.:210300-17-7
Molecular Formula:C₂₆H₄₁NO₇Si
Molecular Weight:507.7
Hs Code.:

Synonyms:[(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester

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Chemical Property of [(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester

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Technology Process of [(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester

There total 10 articles about [(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl 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:

: 210300-16-6
(2R,3R,4S)-2-Benzyl-4-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propionyloxy)-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid

: 210300-17-7
[(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine;
DOI:10.1016/S0040-4039(98)00796-5

Reference yield:

: 96837-44-4
(R)-4-isopropyl-3-(3-phenylpropanoyl)oxazolidin-2-one

: 210300-17-7
[(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

2: aq. H₂O₂, LiOH / 12 h / 25 °C

3: 89 percent / triphenylphosphine, DIAD / tetrahydrofuran / 0.67 h / 25 °C

4: 99 percent / imidazole / dimethylformamide / 17 h / 60 °C

5: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 0.5 h / 25 °C

6: DMAP, EDCI / CH₂Cl₂ / 2 h / -10 °C

7: H₂ / Pd(OH)2 / ethanol / 24 h / 25 °C / 3040 Torr

8: Ph₃P, DIAD / CH₂Cl₂ / 24 h / 25 °C

With 1H-imidazole; dmap; lithium hydroxide; di-isopropyl azodicarboxylate; hydrogen; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield:

: 645-45-4
hydrocinnamic acid chloride

: 210300-17-7
[(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 78 percent / n-butyllithium / tetrahydrofuran / 3 h / -78 °C

3: aq. H₂O₂, LiOH / 12 h / 25 °C

4: 89 percent / triphenylphosphine, DIAD / tetrahydrofuran / 0.67 h / 25 °C

5: 99 percent / imidazole / dimethylformamide / 17 h / 60 °C

6: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 0.5 h / 25 °C

7: DMAP, EDCI / CH₂Cl₂ / 2 h / -10 °C

8: H₂ / Pd(OH)2 / ethanol / 24 h / 25 °C / 3040 Torr

9: Ph₃P, DIAD / CH₂Cl₂ / 24 h / 25 °C

With 1H-imidazole; dmap; lithium hydroxide; n-butyllithium; di-isopropyl azodicarboxylate; hydrogen; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00777-7