(E)-(2S,3R,8S)-3-Benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-2,8-dimethyl-non-4-enoic acid methoxy-methyl-amide

Base Information

Chemical Name:(E)-(2S,3R,8S)-3-Benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-2,8-dimethyl-non-4-enoic acid methoxy-methyl-amide
CAS No.:113453-36-4
Molecular Formula:C₂₇H₄₇NO₅Si
Molecular Weight:493.759
Hs Code.:

Synonyms:(E)-(2S,3R,8S)-3-Benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-2,8-dimethyl-non-4-enoic acid methoxy-methyl-amide

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Chemical Property of (E)-(2S,3R,8S)-3-Benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-2,8-dimethyl-non-4-enoic acid methoxy-methyl-amide

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Technology Process of (E)-(2S,3R,8S)-3-Benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-2,8-dimethyl-non-4-enoic acid methoxy-methyl-amide

There total 22 articles about (E)-(2S,3R,8S)-3-Benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-2,8-dimethyl-non-4-enoic acid methoxy-methyl-amide 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: 83.0%

: 113453-35-3
(2S,4S)-N-methoxy-N,2-dimethyl-4-oxo-3-<(phenylmethoxy)methoxy>butanamide

: [(S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-pentylidene]-triphenyl-λ⁵-phosphane

: 113453-36-4
(2S,3R,4Z,8S)-N-methoxy-9-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-N,2,8-trimethyl-3-<(phenylmethoxy)methoxy>-4-noneamide

: 113453-36-4
(E)-(2S,3R,8S)-3-Benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-2,8-dimethyl-non-4-enoic acid methoxy-methyl-amide

Guidance literature:: In toluene; -78 - -20 deg C, 45 min; 0 deg C, 30 min; 0 deg C - RT, 15 min;
DOI:10.1021/ja00216a026

Reference yield: 83.0%

: 113453-35-3
(2S,4S)-N-methoxy-N,2-dimethyl-4-oxo-3-<(phenylmethoxy)methoxy>butanamide

: [(S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-pentylidene]-triphenyl-λ⁵-phosphane

: 113453-36-4
(2S,3R,4Z,8S)-N-methoxy-9-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-N,2,8-trimethyl-3-<(phenylmethoxy)methoxy>-4-noneamide

: 113453-36-4
(E)-(2S,3R,8S)-3-Benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-2,8-dimethyl-non-4-enoic acid methoxy-methyl-amide

Guidance literature:: In toluene; -78 - -20 deg C, 45 min; 0 deg C, 30 min; 0 deg C - RT, 15 min;
DOI:10.1021/ja00216a026

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 113453-36-4
(2S,3R,4Z,8S)-N-methoxy-9-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-N,2,8-trimethyl-3-<(phenylmethoxy)methoxy>-4-noneamide

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / i-Pr₂EtN, Bu₄NI / tetrahydrofuran / 38 h / Ambient temperature

2: 1) O₃, Sudan III indicator, 2) Me₂S / 1) metanol, pyridine, -78 deg C; 2) room temp. 4 h

3: 83 percent / toluene / -78 - -20 deg C, 45 min; 0 deg C, 30 min; 0 deg C - RT, 15 min

With dimethylsulfide; tetra-(n-butyl)ammonium iodide; ozone; N-ethyl-N,N-diisopropylamine; Sudan III; In tetrahydrofuran; toluene;
DOI:10.1021/ja00216a026