[(3aS,4S,7R,7aS)-7-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(3aS,4S,7R,7aS)-7-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid benzyl ester
CAS No.:144347-53-5
Molecular Formula:C₂₂H₃₃NO₅Si
Molecular Weight:419.593
Hs Code.:

Synonyms:[(3aS,4S,7R,7aS)-7-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid benzyl ester

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Chemical Property of [(3aS,4S,7R,7aS)-7-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid benzyl ester

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Technology Process of [(3aS,4S,7R,7aS)-7-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid benzyl ester

There total 7 articles about [(3aS,4S,7R,7aS)-7-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid benzyl 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: 98.0%

: 3634-56-8
isopropyldimethylsilyl chloride

: 138430-37-2
(1S,2R,3S,6R)-6-Benzyloxycarbonylamino-1,2-O-isopropylidenecyclohex-4-ene-1,2,3-triol

: 144347-53-5
(1S,2R,3S,6R)-6-((benzyloxycarbonyl)amino)-1,2-O-isopropylidene-3-((isopropyldimethylsilyl)oxy)cyclohex-4-ene-1,2-diol

Guidance literature:: With 1H-imidazole; In dichloromethane; for 10h;

Reference yield: 98.0%

: 3634-56-8
isopropyldimethylsilyl chloride

: 138430-37-2
((3aS,4S,7R,7aR)-7-Hydroxy-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl)-carbamic acid benzyl ester

: 144347-53-5
[(3aS,4S,7R,7aS)-7-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid benzyl ester

Guidance literature:: With impramine; In dichloromethane;
DOI:10.1021/ja00050a079

Reference yield:

: 108-86-1,52753-63-6
bromobenzene

: 144347-53-5
[(3aS,4S,7R,7aS)-7-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Pseudomonas putida

2: DMP, p-TsOH

3: 74 percent / Bu₄NIO₄ / CH₂Cl₂

4: 91 percent / aluminum amalgam / tetrahydrofuran / 0 °C

5: 98 percent / Im / CH₂Cl₂

With aluminium amalgam; phthalic acid dimethyl ester; impramine; tetrabutylammonium periodite; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00050a079