(3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

Base Information

Chemical Name:(3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester
CAS No.:595583-92-9
Molecular Formula:C₃₀H₃₄N₂O₈
Molecular Weight:550.609
Hs Code.:

(3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

Synonyms:(3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

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Chemical Property of (3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

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Technology Process of (3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

There total 10 articles about (3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl 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: 69.0%

: 595583-88-3
(3R,4R)-4-Benzyloxycarbonyloxy-3-((R)-2-formyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

: (3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'R)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

: 595583-92-9
(3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

Guidance literature:: (3R,4R)-4-Benzyloxycarbonyloxy-3-((R)-2-formyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester; With lead(IV) acetate; In dichloromethane; at 0 - 20 ℃;

With acetic acid; In methanol; water; for 0.25h; Heating;
DOI:10.1021/ol035128a

Reference yield:

: 76291-90-2
(-)-(R)-5-ethyl-2(5H)-furanone

: 595583-92-9
(3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: t-BuOK / 2-methyl-propan-2-ol / 0.17 h / 20 °C

1.2: 88 percent / 2-methyl-propan-2-ol / 3 h / 20 °C

2.1: 100 percent / Et₃SiH / Pd/C / acetone / 3 h / 20 °C

3.1: 88 percent / ethanol / 0 °C

4.1: 85 percent / Me₃Al / hexane; CH₂Cl₂ / 5.5 h / 20 °C

5.1: 85 percent / CeCl₂ / tetrahydrofuran / 1 h / 60 °C

6.1: POCl₃ / benzene / 1.5 h / Heating

7.1: 206.7 mg / NaBH₄ / methanol / 1 h / 0 °C

8.1: 145.9 mg / CH₂Cl₂ / 1 h / 20 °C

9.1: lead tetraacetate / CH₂Cl₂ / 0 - 20 °C

9.2: 5 percent / acetic acid / methanol; H₂O / 0.25 h / Heating

With lead(IV) acetate; triethylsilane; sodium tetrahydroborate; potassium tert-butylate; trimethylaluminum; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone; tert-butyl alcohol; benzene; 6.1: Bischler-Napieralski reaction;
DOI:10.1021/ol035128a

Reference yield:

: 595583-78-1
(Z)-(R)-4-(Tetrahydro-pyran-2-yloxy)-hex-2-enoic acid methyl ester

: 595583-92-9
(3R,4R)-4-Benzyloxycarbonyloxy-3-((2'R,3'S)-1'-formyl-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: p-TsOH*H₂O / methanol / 1.5 h / 20 °C

2.1: t-BuOK / 2-methyl-propan-2-ol / 0.17 h / 20 °C

2.2: 88 percent / 2-methyl-propan-2-ol / 3 h / 20 °C

3.1: 100 percent / Et₃SiH / Pd/C / acetone / 3 h / 20 °C

4.1: 88 percent / ethanol / 0 °C

5.1: 85 percent / Me₃Al / hexane; CH₂Cl₂ / 5.5 h / 20 °C

6.1: 85 percent / CeCl₂ / tetrahydrofuran / 1 h / 60 °C

7.1: POCl₃ / benzene / 1.5 h / Heating

8.1: 206.7 mg / NaBH₄ / methanol / 1 h / 0 °C

9.1: 145.9 mg / CH₂Cl₂ / 1 h / 20 °C

10.1: lead tetraacetate / CH₂Cl₂ / 0 - 20 °C

10.2: 5 percent / acetic acid / methanol; H₂O / 0.25 h / Heating

With lead(IV) acetate; triethylsilane; sodium tetrahydroborate; potassium tert-butylate; trimethylaluminum; toluene-4-sulfonic acid; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone; tert-butyl alcohol; benzene; 7.1: Bischler-Napieralski reaction;
DOI:10.1021/ol035128a