(+)-(2S)-N-[(1R,2R,3S,4R)-1-(((tert-butyldiphenyl)silyl)oxy)-3,4-(dihydroxy)cyclohexane-2-carbonyl]bornane-10,2-sultam

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Chemical Name:(+)-(2S)-N-[(1R,2R,3S,4R)-1-(((tert-butyldiphenyl)silyl)oxy)-3,4-(dihydroxy)cyclohexane-2-carbonyl]bornane-10,2-sultam
CAS No.:934831-77-3
Molecular Formula:C₃₃H₄₅NO₆SSi
Molecular Weight:611.875
Hs Code.:

Synonyms:(+)-(2S)-N-[(1R,2R,3S,4R)-1-(((tert-butyldiphenyl)silyl)oxy)-3,4-(dihydroxy)cyclohexane-2-carbonyl]bornane-10,2-sultam

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Chemical Property of (+)-(2S)-N-[(1R,2R,3S,4R)-1-(((tert-butyldiphenyl)silyl)oxy)-3,4-(dihydroxy)cyclohexane-2-carbonyl]bornane-10,2-sultam

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Technology Process of (+)-(2S)-N-[(1R,2R,3S,4R)-1-(((tert-butyldiphenyl)silyl)oxy)-3,4-(dihydroxy)cyclohexane-2-carbonyl]bornane-10,2-sultam

There total 5 articles about (+)-(2S)-N-[(1R,2R,3S,4R)-1-(((tert-butyldiphenyl)silyl)oxy)-3,4-(dihydroxy)cyclohexane-2-carbonyl]bornane-10,2-sultam 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: 92.0%

: 934831-76-2
(+)-(2S)-N-[(1R,2S)-1-(((tert-butyldiphenyl)silyl)oxy)-3-cyclohexene-2-carbonyl]bornane-10,2-sultam

: 934831-77-3
(+)-(2S)-N-[(1R,2R,3S,4R)-1-(((tert-butyldiphenyl)silyl)oxy)-3,4-(dihydroxy)cyclohexane-2-carbonyl]bornane-10,2-sultam

Guidance literature:: With potassium osmate(VI); N-methyl-2-indolinone; In water; tert-butyl alcohol; at 20 ℃;
DOI:10.1016/j.tetasy.2006.12.018

Reference yield:

: 934831-73-9
(+)-(2S)-N-[(2S,3R)-2-(ethenyl)-3-(hydroxy)-6-heptenoyl]bornane-10,2-sultam

: 934831-77-3
(+)-(2S)-N-[(1R,2R,3S,4R)-1-(((tert-butyldiphenyl)silyl)oxy)-3,4-(dihydroxy)cyclohexane-2-carbonyl]bornane-10,2-sultam

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / Grubbs catalyst / CH₂Cl₂ / 24 h / 20 °C

2: 87 percent / imidazole; DMAP / CH₂Cl₂ / 20 °C

3: 92 percent / NMO; K₂OsO₄*H₂O / 2-methyl-propan-2-ol; H₂O / 20 °C

With 1H-imidazole; dmap; potassium osmate(VI); N-methyl-2-indolinone; Grubbs catalyst first generation; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2006.12.018

Reference yield:

: 2100-17-6
4-pentenal

: 934831-77-3
(+)-(2S)-N-[(1R,2R,3S,4R)-1-(((tert-butyldiphenyl)silyl)oxy)-3,4-(dihydroxy)cyclohexane-2-carbonyl]bornane-10,2-sultam

Guidance literature:: Multi-step reaction with 4 steps

1.1: triflic acid; triethylborane; ethyldiisopropylamine / CH₂Cl₂ / cooling

1.2: 87 percent / CH₂Cl₂ / cooling

2.1: 88 percent / Grubbs catalyst / CH₂Cl₂ / 24 h / 20 °C

3.1: 87 percent / imidazole; DMAP / CH₂Cl₂ / 20 °C

4.1: 92 percent / NMO; K₂OsO₄*H₂O / 2-methyl-propan-2-ol; H₂O / 20 °C

With 1H-imidazole; dmap; potassium osmate(VI); N-methyl-2-indolinone; triethyl borane; trifluorormethanesulfonic acid; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2006.12.018