(2S,3R,6S)-3-benzyloxy-N-benzyloxycarbonyl-6-dodecyl-2-vinylpiperidine

Base Information

Chemical Name:(2S,3R,6S)-3-benzyloxy-N-benzyloxycarbonyl-6-dodecyl-2-vinylpiperidine
CAS No.:209003-98-5
Molecular Formula:C₃₄H₄₉NO₃
Molecular Weight:519.768
Hs Code.:

Synonyms:(2S,3R,6S)-3-benzyloxy-N-benzyloxycarbonyl-6-dodecyl-2-vinylpiperidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,6S)-3-benzyloxy-N-benzyloxycarbonyl-6-dodecyl-2-vinylpiperidine

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3R,6S)-3-benzyloxy-N-benzyloxycarbonyl-6-dodecyl-2-vinylpiperidine

There total 12 articles about (2S,3R,6S)-3-benzyloxy-N-benzyloxycarbonyl-6-dodecyl-2-vinylpiperidine 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%

: 501-53-1,94274-21-2
benzyl chloroformate

: 209003-96-3
(2S,3R,6S)-3-benzyloxy-6-dodecyl-2-vinylpiperidine

: 209003-98-5
(2S,3R,6S)-3-benzyloxy-N-benzyloxycarbonyl-6-dodecyl-2-vinylpiperidine

Guidance literature:: With dmap; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00508-0

Reference yield:

: 209003-87-2
(2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

: 209003-98-5
(2S,3R,6S)-3-benzyloxy-N-benzyloxycarbonyl-6-dodecyl-2-vinylpiperidine

Guidance literature:: Multi-step reaction with 11 steps

1: NaBH₄ / ethanol / -78 °C

2: 98 percent / NaH, N(Bu₄)I / tetrahydrofuran / Ambient temperature

3: 78 percent / NaIO₄ / OsO₄ / tetrahydrofuran; H₂O / Ambient temperature

4: diethyl ether / Ambient temperature

5: PDC / CH₂Cl₂ / Ambient temperature

6: 1.) CF₃COOH / 1.) ClCH₂CH₂Cl, rt.; 2.) water

7: 1.) AgBF₄; 2.) Zn(BH₄)2 / 1.) THF, -78 deg C

8: 86 percent / tetrahydrofuran / Ambient temperature

9: thionyl chloride / tetrahydrofuran / Ambient temperature

10: KCN / dimethylsulfoxide; tetrahydrofuran

11: 83 percent / DMAP / CH₂Cl₂ / Ambient temperature

With dmap; potassium cyanide; sodium tetrahydroborate; sodium periodate; dipyridinium dichromate; silver tetrafluoroborate; thionyl chloride; zinc(II) tetrahydroborate; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(98)00646-7

Reference yield:

: 209003-89-4
(2R,4R,1'S)-2-(1'-benzyloxy-pent-4'-enyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

: 209003-98-5
(2S,3R,6S)-3-benzyloxy-N-benzyloxycarbonyl-6-dodecyl-2-vinylpiperidine

Guidance literature:: Multi-step reaction with 9 steps

1: 78 percent / NaIO₄ / OsO₄ / tetrahydrofuran; H₂O / Ambient temperature

2: diethyl ether / Ambient temperature

3: PDC / CH₂Cl₂ / Ambient temperature

4: 1.) CF₃COOH / 1.) ClCH₂CH₂Cl, rt.; 2.) water

5: 1.) AgBF₄; 2.) Zn(BH₄)2 / 1.) THF, -78 deg C

6: 86 percent / tetrahydrofuran / Ambient temperature

7: thionyl chloride / tetrahydrofuran / Ambient temperature

8: KCN / dimethylsulfoxide; tetrahydrofuran

9: 83 percent / DMAP / CH₂Cl₂ / Ambient temperature

With dmap; potassium cyanide; sodium periodate; dipyridinium dichromate; silver tetrafluoroborate; thionyl chloride; zinc(II) tetrahydroborate; trifluoroacetic acid; osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(98)00646-7