3-[(3aR,4R,6S,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrrole-2,5-dione

Base Information

Chemical Name:3-[(3aR,4R,6S,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrrole-2,5-dione
CAS No.:78442-67-8
Molecular Formula:C₂₈H₃₃NO₆Si
Molecular Weight:507.659
Hs Code.:

Synonyms:3-[(3aR,4R,6S,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrrole-2,5-dione

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Chemical Property of 3-[(3aR,4R,6S,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrrole-2,5-dione

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Technology Process of 3-[(3aR,4R,6S,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrrole-2,5-dione

There total 9 articles about 3-[(3aR,4R,6S,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrrole-2,5-dione 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:

: 78442-62-3
(1S,2S,6S,7S,8R)-4,4-Dimethyl-9-oxo-3,5,10-trioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylic acid methyl ester

: 78442-67-8
3-[(3aR,4R,6S,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / potassium tert-butoxide / tetrahydrofuran / Ambient temperature

2: aq. sodium bicarbonate / 0.5 h / Ambient temperature

3: 72 percent / BH₃*THF

4: 92 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide

5: 73 percent / aq. Na₂CO₃, aq. H₂O₂ / acetone

6: 1.) lithium isopropylcyclohexylamide, 2.) PhSeCl, 3.) sodium periodate, 4.) calcium carbonate / 1) -78 deg C; 2) -78 --> -20 deg C; 3) methanol, water; 4) reflux, CCl₄

With 1H-imidazole; dmap; sodium periodate; Phenylselenyl chloride; borane-THF; potassium tert-butylate; dihydrogen peroxide; sodium hydrogencarbonate; sodium carbonate; lithium cyclohexylisopropylamide; calcium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00403a052

Reference yield:

: 142968-15-8
3-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

: 78442-67-8
3-[(3aR,4R,6S,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 9 steps

1: OsO₄, aq. H₂O₂ / 2-methyl-propan-2-ol / 22 h

2: 68 percent / CuSO₄, dl-10-camphorsulfonic acid / acetone

3: 70 percent / O₃, dimethylsulfide / CH₂Cl₂ / -78 °C

4: 95 percent / potassium tert-butoxide / tetrahydrofuran / Ambient temperature

5: aq. sodium bicarbonate / 0.5 h / Ambient temperature

6: 72 percent / BH₃*THF

7: 92 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide

8: 73 percent / aq. Na₂CO₃, aq. H₂O₂ / acetone

9: 1.) lithium isopropylcyclohexylamide, 2.) PhSeCl, 3.) sodium periodate, 4.) calcium carbonate / 1) -78 deg C; 2) -78 --> -20 deg C; 3) methanol, water; 4) reflux, CCl₄

With 1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; Phenylselenyl chloride; borane-THF; dimethylsulfide; camphor-10-sulfonic acid; potassium tert-butylate; dihydrogen peroxide; sodium hydrogencarbonate; sodium carbonate; lithium cyclohexylisopropylamide; ozone; copper(II) sulfate; calcium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1021/ja00403a052

Reference yield:

: 3-Cyano-2-((3aR,4R,6S,6aS)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propionic acid methyl ester

: 78442-67-8
3-[(3aR,4R,6S,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide

2: 73 percent / aq. Na₂CO₃, aq. H₂O₂ / acetone

3: 1.) lithium isopropylcyclohexylamide, 2.) PhSeCl, 3.) sodium periodate, 4.) calcium carbonate / 1) -78 deg C; 2) -78 --> -20 deg C; 3) methanol, water; 4) reflux, CCl₄

With 1H-imidazole; dmap; sodium periodate; Phenylselenyl chloride; dihydrogen peroxide; sodium carbonate; lithium cyclohexylisopropylamide; calcium carbonate; In N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00403a052