(Z)-(3S,5R,8S)-8-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-dec-6-enoic acid methoxy-methyl-amide

Base Information

Chemical Name:(Z)-(3S,5R,8S)-8-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-dec-6-enoic acid methoxy-methyl-amide
CAS No.:616207-84-2
Molecular Formula:C₃₇H₅₁NO₅Si
Molecular Weight:617.901
Hs Code.:

Synonyms:(Z)-(3S,5R,8S)-8-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-dec-6-enoic acid methoxy-methyl-amide

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Chemical Property of (Z)-(3S,5R,8S)-8-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-dec-6-enoic acid methoxy-methyl-amide

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Technology Process of (Z)-(3S,5R,8S)-8-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-dec-6-enoic acid methoxy-methyl-amide

There total 4 articles about (Z)-(3S,5R,8S)-8-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-dec-6-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: 93.0%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 616207-90-0
(4S,6R)-6-((Z)-(S)-3-Benzyloxymethyl-1-methyl-pent-1-enyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-one

: 616207-84-2
(Z)-(3S,5R,8S)-8-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-dec-6-enoic acid methoxy-methyl-amide

Guidance literature:: With trimethylaluminum; In dichloromethane; at 23 ℃; for 2.5h;
DOI:10.1016/j.tetlet.2003.08.023

Reference yield:

: 616207-87-5
Acrylic acid (Z)-(1R,4S)-1-allyl-4-benzyloxymethyl-2-methyl-hex-2-enyl ester

: 616207-84-2
(Z)-(3S,5R,8S)-8-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-dec-6-enoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / Cl₂(Pcy)2Ru=CHPh / CH₂Cl₂ / 12 h / 40 °C

2.1: H₂O₂; aq. NaOH / methanol / 1.5 h

2.2: 74 percent / NaBH₄; PhSeSePh; AcOH / propan-2-ol / 0.5 h / 0 °C

3.1: 100 percent / imidazole; DMAP / dimethylformamide / 13 h / 23 °C

4.1: 93 percent / AlMe₃ / CH₂Cl₂ / 2.5 h / 23 °C

With 1H-imidazole; dmap; sodium hydroxide; dihydrogen peroxide; trimethylaluminum; Grubbs catalyst first generation; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2003.08.023

Reference yield:

: 616207-88-6
(R)-6-((Z)-(S)-3-Benzyloxymethyl-1-methyl-pent-1-enyl)-5,6-dihydro-pyran-2-one

: 616207-84-2
(Z)-(3S,5R,8S)-8-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-dec-6-enoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: H₂O₂; aq. NaOH / methanol / 1.5 h

1.2: 74 percent / NaBH₄; PhSeSePh; AcOH / propan-2-ol / 0.5 h / 0 °C

2.1: 100 percent / imidazole; DMAP / dimethylformamide / 13 h / 23 °C

3.1: 93 percent / AlMe₃ / CH₂Cl₂ / 2.5 h / 23 °C

With 1H-imidazole; dmap; sodium hydroxide; dihydrogen peroxide; trimethylaluminum; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2003.08.023