(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde

Base Information

Chemical Name:(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde
CAS No.:204120-99-0
Molecular Formula:C₃₆H₅₈O₆Si₂
Molecular Weight:643.024
Hs Code.:

(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde

Synonyms:(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde

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Chemical Property of (3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde

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Technology Process of (3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde

There total 5 articles about (3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde 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: 76.0%

: 204120-98-9
(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butan-1-ol

: 204120-99-0
(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - -20 ℃; for 2h;
DOI:10.1016/S0040-4039(97)10758-4

Reference yield:

: 196861-58-2
2,2-Dimethyl-propionic acid (R)-3-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl ester

: 204120-99-0
(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi; 3.) Ac₂O, DMAP; 4.) 6percent HgNa / 1.) THF, hexane, -78 deg C, 45 min; 2.) THF, hexane, -78 deg C, 1 h; 3.) r.t., 4 h; 4.) MeOH, AcOEt, -50 deg C, 6 h

2: 1.) OsO₄, NMO; 2.) PPTS / 1.) acetone, water, r.t., 2 h; 2.) MeOH, CH₂Cl₂, r.t., 2 d

3: 81 percent / NaH / dimethylformamide / Ambient temperature

4: 96 percent / DIBAH / CH₂Cl₂; hexane / 0.5 h / -78 °C

5: 76 percent / (COCl)2, DMSO, Huenig base / CH₂Cl₂ / 2 h / -78 - -20 °C

With dmap; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; sodium amalgam; oxalyl dichloride; pyridinium p-toluenesulfonate; acetic anhydride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)10758-4

Reference yield:

: 204120-85-4
2,2-Dimethyl-propionic acid (E)-(3R,6R,8R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-6-(2,2-dimethoxy-ethyl)-8-methyl-non-4-enyl ester

: 204120-99-0
(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-{(2S,3R,5S)-3-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-5-methoxy-tetrahydro-furan-2-yl}-4-methoxy-butyraldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) OsO₄, NMO; 2.) PPTS / 1.) acetone, water, r.t., 2 h; 2.) MeOH, CH₂Cl₂, r.t., 2 d

2: 81 percent / NaH / dimethylformamide / Ambient temperature

3: 96 percent / DIBAH / CH₂Cl₂; hexane / 0.5 h / -78 °C

4: 76 percent / (COCl)2, DMSO, Huenig base / CH₂Cl₂ / 2 h / -78 - -20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)10758-4