benzyl (2S,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecanoate

Base Information

• Chemical Name: benzyl (2S,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecanoate
• CAS No.: 364597-67-1
• Molecular Formula: C₃₅H₄₆O₄Si
• Molecular Weight: 558.833

Synonyms:benzyl (2S,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecanoate

Chemical Property of benzyl (2S,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecanoate

Chemical Property:

Purity/Quality:

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Technology Process of benzyl (2S,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecanoate

There total 11 articles about benzyl (2S,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-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:

benzyl bromide (100-39-0) + (S)-2-{(2R,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-propionic acid → benzyl (2S,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecanoate (364597-67-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine;

DOI:10.1016/S0040-4039(01)00921-2

Reference yield:

(S)-2-{(2R,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-propionaldehyde → benzyl (2S,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecanoate (364597-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOCl₂; NaH₂PO₄

2: (i-Pr)2EtN

With sodium dihydrogenphosphate; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/S0040-4039(01)00921-2

Reference yield:

(2R,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecan-1-ol (364597-65-9) → benzyl (2S,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecanoate (364597-67-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Dess-Martin periodane

2: NaOCl₂; NaH₂PO₄

3: (i-Pr)2EtN

With sodium dihydrogenphosphate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/S0040-4039(01)00921-2

upstream raw materials:

benzyl bromide

(3S)-3-{[tert-butyl(diphenyl)silyl]oxy}hexanal

(2R,3R,6S,8S)-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methylundecan-1-ol

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

Downstream raw materials:

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

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

pamamycin-607

benzyl (2S,3R,6S,8S)-3,6-epoxy-8-hydroxy-2-methylundecanoate

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