(+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate

Base Information

Chemical Name:(+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate
CAS No.:391198-95-1
Molecular Formula:C₃₇H₆₂O₇Si
Molecular Weight:646.981
Hs Code.:

Synonyms:(+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate

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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 (+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate

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Technology Process of (+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate

There total 15 articles about (+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate 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: 86.0%

: 1332849-12-3
(-)-S-2-pyridyl (2R,3R,6S,8R)-8-O-(tert-butyldimethyl-silyl)thiobishomononactate

: 391198-92-8
benzyl (2S,3S,6R,8S)-3,6-epoxy-2,9-dimethyl-8-hydro-xydecanoate

: 391198-95-1
(+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate

Guidance literature:: With silver perchlorate; In toluene; at 0 ℃; for 0.0833333h; Molecular sieve;
DOI:10.1016/j.tet.2011.07.012

Reference yield: 86.0%

: 391198-92-8
benzyl (2S,3S,6R,8S)-3,6-epoxy-2,9-dimethyl-8-hydro-xydecanoate

: 391198-94-0
(R)-2-{(2R,5S)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-butyl]-tetrahydro-furan-2-yl}-propionic acid

: 391198-95-1
(+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate

Guidance literature:: (R)-2-{(2R,5S)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-butyl]-tetrahydro-furan-2-yl}-propionic acid; With triphenylphosphine; In toluene; Heating;

benzyl (2S,3S,6R,8S)-3,6-epoxy-2,9-dimethyl-8-hydro-xydecanoate; With silver perchlorate; In toluene;
DOI:10.1271/bbb.65.2118

Reference yield:

: 391198-93-9,17488-13-0
(-)-bishomononactic acid

: 391198-95-1
(+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate

Guidance literature:: Multi-step reaction with 4 steps

1.1: t-BuOK / dimethylformamide / 65 °C

2.1: imidazole / tetrahydrofuran

3.1: H₂ / 10 percent Pd/C / methanol

4.1: (PyS)2; PPh₃ / toluene / Heating

4.2: 86 percent / AgClO₄ / toluene

With 1H-imidazole; potassium tert-butylate; hydrogen; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1271/bbb.65.2118