(4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

Base Information

Chemical Name:(4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide
CAS No.:620990-02-5
Molecular Formula:C₂₆H₃₁NO₄SSi
Molecular Weight:481.688
Hs Code.:

Synonyms:(4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

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Chemical Property of (4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

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Technology Process of (4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

There total 6 articles about (4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide 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: 73.0%

: 620990-00-3
sulfamic acid 1-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenyl-propyl ester

: 620990-01-4
(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

: 620990-02-5
(4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

Guidance literature:: With dirhodium tetraacetate; [bis(acetoxy)iodo]benzene; magnesium oxide; In dichloromethane; at 40 ℃; for 3h;
DOI:10.1016/j.tetlet.2003.08.006

Reference yield:

: 1100-88-5
benzyltriphenylphosphonium chloride

: 620990-02-5
(4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / nBuLi

2: H₂ / Pd/C / methanol

3: pTSA / methanol

4: imidazole

5: 63 percent / chlorosulfonyl isocyanate; formic acid; pyridine / CH₂Cl₂ / 3 h / 25 °C

6: 8 percent / Rh₂(OAc)4; Mg₂O; PhI(OAc)2 / CH₂Cl₂ / 3 h / 40 °C

With pyridine; 1H-imidazole; dirhodium tetraacetate; n-butyllithium; formic acid; isocyanate de chlorosulfonyle; [bis(acetoxy)iodo]benzene; hydrogen; magnesium oxide; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; 1: Wittig olefination / 6: Du Bois nitrogen C-H insertion reaction;
DOI:10.1016/j.tetlet.2003.08.006

Reference yield:

: 147976-19-0
(4S)-2,2-dimethyl-4-[(E)-2-phenylethenyl]-1,3-dioxolane

: 620990-02-5
(4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd/C / methanol

2: pTSA / methanol

3: imidazole

4: 63 percent / chlorosulfonyl isocyanate; formic acid; pyridine / CH₂Cl₂ / 3 h / 25 °C

5: 8 percent / Rh₂(OAc)4; Mg₂O; PhI(OAc)2 / CH₂Cl₂ / 3 h / 40 °C

With pyridine; 1H-imidazole; dirhodium tetraacetate; formic acid; isocyanate de chlorosulfonyle; [bis(acetoxy)iodo]benzene; hydrogen; magnesium oxide; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; 5: Du Bois nitrogen C-H insertion reaction;
DOI:10.1016/j.tetlet.2003.08.006