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

Base Information

Chemical Name:(6R,7S)-methyl 6-benzyl-2,2,11,11-tetramethyl-9-oxo-3,3-diphenyl-4,10-dioxa-8-aza-3-siladodecane-7-carboxylate
CAS No.:892397-16-9
Molecular Formula:C₃₃H₄₃NO₅Si
Molecular Weight:561.794
Hs Code.:

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

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

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

There total 1 articles about (6R,7S)-methyl 6-benzyl-2,2,11,11-tetramethyl-9-oxo-3,3-diphenyl-4,10-dioxa-8-aza-3-siladodecane-7-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: 97.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 727740-02-5
methyl 3-benzyl-2-tert-butoxycarbonylamino-4-hydroxy-(2S,3R)-butanoate

: 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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 36h;
DOI:10.1021/ol060677c

Reference yield: 99.0%

: 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

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

Guidance literature:: With methyl-phenyl-thioether; trifluoroacetic acid; In dichloromethane; at 17 ℃; for 0.666667h;
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

: C₅₀H₆₈N₆O₈Si

Guidance literature:: Multi-step reaction with 7 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

6.1: NaOH / methanol; H₂O / 2 h / 20 °C

6.2: 80 percent / DIPEA; diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 48 h / 20 °C

7.1: H₂ / Pd(OH)2/C / methanol / 1.5 h / 760 Torr

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