(4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

Base Information

Chemical Name:(4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate
CAS No.:892397-06-7
Molecular Formula:C₄₀H₄₆N₂O₆Si
Molecular Weight:678.901
Hs Code.:

Synonyms:(4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

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Chemical Property of (4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

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Technology Process of (4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

There total 7 articles about (4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate 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: 79.0%

: 892397-08-9
(2R,3S)-methyl 2-((2S,3R)-3-benzyl-2-(benzyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)butanamido)-3-hydroxybutanoate

: 892397-06-7
(4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

Guidance literature:: With Burgess Reagent; In tetrahydrofuran; at 75 ℃; for 2.5h;
DOI:10.1021/ol060677c

Reference yield:

: 892397-17-0
(2S,3R)-methyl 2-amino-3-benzyl-4-(tert-butyldiphenylsilyloxy)butanoate

: 892397-06-7
(4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / NaHCO₃ / ethyl acetate; H₂O / 14 h / 20 °C

2.1: 96 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 36 h / 20 °C

3.1: isobutyl chloroformate; N-methylmorpholine / CH₂Cl₂ / 0.08 h / -20 °C

3.2: 100 percent / Et₃N / CH₂Cl₂; dimethylformamide / -20 - 20 °C

4.1: 79 percent / Burgess reagent / tetrahydrofuran / 2.5 h / 75 °C

With 4-methyl-morpholine; lithium hydroxide; Burgess Reagent; sodium hydrogencarbonate; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/ol060677c

Reference yield:

: 892397-16-9
(6R,7S)-methyl 6-benzyl-2,2,11,11-tetramethyl-9-oxo-3,3-diphenyl-4,10-dioxa-8-aza-3-siladodecane-7-carboxylate

: 892397-06-7
(4R,5R)-methyl 2-((5S,6R)-6-benzyl-10,10-dimethyl-3-oxo-1,9,9-triphenyl-2,8-dioxa-4-aza-9-silaundecan-5-yl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / trifluoroacetic acid; thioanisole / CH₂Cl₂ / 0.67 h / 17 °C

2.1: 91 percent / NaHCO₃ / ethyl acetate; H₂O / 14 h / 20 °C

3.1: 96 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 36 h / 20 °C

4.1: isobutyl chloroformate; N-methylmorpholine / CH₂Cl₂ / 0.08 h / -20 °C

4.2: 100 percent / Et₃N / CH₂Cl₂; dimethylformamide / -20 - 20 °C

5.1: 79 percent / Burgess reagent / tetrahydrofuran / 2.5 h / 75 °C

With 4-methyl-morpholine; lithium hydroxide; Burgess Reagent; methyl-phenyl-thioether; sodium hydrogencarbonate; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/ol060677c