benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate

Base Information

Chemical Name:benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate
CAS No.:364597-96-6
Molecular Formula:C₄₆H₇₅NO₁₀
Molecular Weight:802.102
Hs Code.:

benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate

Synonyms:benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate

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Chemical Property of benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate

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Technology Process of benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate

There total 38 articles about benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate 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:

: 24424-99-5
di-tert-butyl dicarbonate

: (R)-2-((2R,5S)-5-{(1S,2S,3S)-2-Hydroxy-1-methyl-3-[(2R,5S)-5-((R)-2-methylamino-pentyl)-tetrahydro-furan-2-yl]-butyl}-tetrahydro-furan-2-yl)-propionic acid (S)-1-[(2S,5R)-5-((S)-1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-ylmethyl]-butyl ester

: 364597-96-6
benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate

Guidance literature:: With triethylamine;
DOI:10.1016/S0040-4039(01)00921-2

Reference yield:

: 364597-91-1
(2S,3R,6S,7R,8S,9R,10R,13S,15R)-1-benzyloxy-8-tert-butyldimethylsilyloxy-3,6;10,13-bis-epoxy-15-(N-methylamino)-2,7,9-trimethyloctadecane

: 364597-96-6
benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / Et₃N

2: H₂ / Pd/C

3: Dess-Martin periodane

4: NaOCl₂; NaH₂PO₄

5: 63 percent / 2,4,6-trichlorobenzoyl chloride; DMAP / CH₂Cl₂ / 3 h / 20 °C

6: HCl / ethanol / 3 h / 40 - 50 °C

7: Et₃N

With hydrogenchloride; dmap; sodium dihydrogenphosphate; 2,4,6-trichlorobenzoyl chloride; hydrogen; Dess-Martin periodane; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1016/S0040-4039(01)00921-2

Reference yield:

: 364597-64-8
(2R,3R,6S,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecane

: 364597-96-6
benzyl (2S,3R,6S,8S)-8-{(2R,3R,6S,7S,8S,9S,10R,13S,15R)-3,6;10,13-bis-epoxy-15-(N-tert-butyloxycarbonyl-N-methylamino)-8-hydroxy-2,7,9-trimethyloctadecanoyloxy}-3,6-epoxy-2-methylundecanoate

Guidance literature:: Multi-step reaction with 8 steps

1: 70 percent / H₂ / Pd/C

2: Dess-Martin periodane

3: NaOCl₂; NaH₂PO₄

4: (i-Pr)2EtN

5: 49 percent / conc. aq.HCl / methanol

6: 63 percent / 2,4,6-trichlorobenzoyl chloride; DMAP / CH₂Cl₂ / 3 h / 20 °C

7: HCl / ethanol / 3 h / 40 - 50 °C

8: Et₃N

With hydrogenchloride; dmap; sodium dihydrogenphosphate; 2,4,6-trichlorobenzoyl chloride; hydrogen; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; 1: hydrogenolysis;
DOI:10.1016/S0040-4039(01)00921-2