4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinane-3,6-dicarboxylic acid 3-tert-butyl ester 6-ethyl ester

Base Information

• Chemical Name: 4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinane-3,6-dicarboxylic acid 3-tert-butyl ester 6-ethyl ester
• CAS No.: 477200-16-1
• Molecular Formula: C₂₉H₄₁NO₈SSi
• Molecular Weight: 591.798

Synonyms:4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinane-3,6-dicarboxylic acid 3-tert-butyl ester 6-ethyl ester

Chemical Property of 4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinane-3,6-dicarboxylic acid 3-tert-butyl ester 6-ethyl ester

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Technology Process of 4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinane-3,6-dicarboxylic acid 3-tert-butyl ester 6-ethyl ester

There total 4 articles about 4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinane-3,6-dicarboxylic acid 3-tert-butyl ester 6-ethyl ester 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:

ethyl (2R)-4-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-pentenoate (208242-93-7) → 4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ6-[1,2,3]oxathiazinane-3,6-dicarboxylic acid 3-tert-butyl ester 6-ethyl ester (477200-16-1)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂; Rh(cod)2OTf; (R)-4,12-bis(diphenylphosphino)-[2,2]-paracyclophane / CH₂Cl₂ / 51716.2 Torr

2: ClSO₂NCO; HCO₂H

3: 80 percent / Rh₂(OAc)4; PhI(OAc)2; MgO / CH₂Cl₂

4: pyridine

With pyridine; dirhodium tetraacetate; formic acid; isocyanate de chlorosulfonyle; bis(cycloocta-1,5-diene)rhodium(I) trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; (R)-4,12-bis(diphenylphosphino)-[2,2]-paracyclophane; hydrogen; magnesium oxide; In dichloromethane;

DOI:10.1021/ja028139s

Reference yield:

5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-4-methyl-pentanoic acid ethyl ester → 4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ6-[1,2,3]oxathiazinane-3,6-dicarboxylic acid 3-tert-butyl ester 6-ethyl ester (477200-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1: ClSO₂NCO; HCO₂H

2: 80 percent / Rh₂(OAc)4; PhI(OAc)2; MgO / CH₂Cl₂

3: pyridine

With pyridine; dirhodium tetraacetate; formic acid; isocyanate de chlorosulfonyle; [bis(acetoxy)iodo]benzene; magnesium oxide; In dichloromethane;

DOI:10.1021/ja028139s

Reference yield:

(2R,4R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-2-sulfamoyloxy-pentanoic acid ethyl ester (477200-14-9) → 4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ6-[1,2,3]oxathiazinane-3,6-dicarboxylic acid 3-tert-butyl ester 6-ethyl ester (477200-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Rh₂(OAc)4; PhI(OAc)2; MgO / CH₂Cl₂

2: pyridine

With pyridine; dirhodium tetraacetate; [bis(acetoxy)iodo]benzene; magnesium oxide; In dichloromethane;

DOI:10.1021/ja028139s

upstream raw materials:

di-tert-butyl dicarbonate

(4S,6R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinane-6-carboxylic acid ethyl ester

ethyl (2R)-4-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-pentenoate

(2R,4R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-2-sulfamoyloxy-pentanoic acid ethyl ester

Downstream raw materials:

6-(tert-butyl-diphenyl-silanyloxymethyl)-6-methyl-5,6-dihydro-4H-pyrimidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

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