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

Base Information

Chemical Name:((3S,7R,8R,9S)-7-benzyl-8-hydroxy-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl)-carbamic acid tert-butyl ester
CAS No.:215798-10-0
Molecular Formula:C₂₀H₂₇NO₇
Molecular Weight:393.437
Hs Code.:

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

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

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

There total 12 articles about ((3S,7R,8R,9S)-7-benzyl-8-hydroxy-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: 100.0%

: 210300-13-3
[(3S,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester

: 215798-10-0
((3S,7R,8R,9S)-7-benzyl-8-hydroxy-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: With pyridine; hydrogen fluoride; In tetrahydrofuran; for 72h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield:

: 215798-03-1
(2R,3R,4S)-2-benzyl-4-((2S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid benzyl ester

: 215798-10-0
((3S,7R,8R,9S)-7-benzyl-8-hydroxy-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / Pd(OH)2 / ethanol / 14 h / 25 °C / 3040 Torr

2: 87 percent / Ph₃P, DIAD / CH₂Cl₂ / 24 h / 25 °C

3: 100 percent / HF, pyridine / tetrahydrofuran / 72 h / Ambient temperature

With pyridine; di-isopropyl azodicarboxylate; hydrogen fluoride; hydrogen; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield:

: 210300-08-6
(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

: 215798-10-0
((3S,7R,8R,9S)-7-benzyl-8-hydroxy-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: DMAP, EDCI / CH₂Cl₂ / 2 h / 10 °C

2: 100 percent / H₂ / Pd(OH)2 / ethanol / 14 h / 25 °C / 3040 Torr

3: 87 percent / Ph₃P, DIAD / CH₂Cl₂ / 24 h / 25 °C

4: 100 percent / HF, pyridine / tetrahydrofuran / 72 h / Ambient temperature

With pyridine; dmap; di-isopropyl azodicarboxylate; hydrogen fluoride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(98)00777-7