(R)-3-Benzyloxy-2-((R)-1-benzyloxymethyl-allyl)-pyrrolidine-1-carboxylic acid ethyl ester

Base Information

Chemical Name:(R)-3-Benzyloxy-2-((R)-1-benzyloxymethyl-allyl)-pyrrolidine-1-carboxylic acid ethyl ester
CAS No.:83925-27-3
Molecular Formula:C₂₅H₃₁NO₄
Molecular Weight:409.525
Hs Code.:

Synonyms:(R)-3-Benzyloxy-2-((R)-1-benzyloxymethyl-allyl)-pyrrolidine-1-carboxylic acid ethyl ester

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Chemical Property of (R)-3-Benzyloxy-2-((R)-1-benzyloxymethyl-allyl)-pyrrolidine-1-carboxylic acid ethyl ester

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Technology Process of (R)-3-Benzyloxy-2-((R)-1-benzyloxymethyl-allyl)-pyrrolidine-1-carboxylic acid ethyl ester

There total 6 articles about (R)-3-Benzyloxy-2-((R)-1-benzyloxymethyl-allyl)-pyrrolidine-1-carboxylic acid 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: 81.0%

: 100-39-0
benzyl bromide

: 83925-26-2
(+/-)-2(R^*)-<3(R^*)-<4-(benzyloxy)but-1-enyl>>-1-(ethoxycarbonyl)-3(R^*)-hydroxypyrrolidine

: 83925-27-3
(+/-)-3(R^*)-(benzyloxy)-2-(R^*)-<3(R^*)-<4-(benzyloxy)but-1-enyl>>-1-(ethoxycarbonyl)pyrrolidine

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 1h; Heating;
DOI:10.1021/jo00169a005

Reference yield:

: 81028-03-7
(Z)-4-benzyloxy-but-2-en-1-ol

: 83925-27-3
(R)-3-Benzyloxy-2-((R)-1-benzyloxymethyl-allyl)-pyrrolidine-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / Na₂SO₄ / TsOH / xylene / Heating

2: 76.8 percent / NaBH₄ / methanol / 0 °C

3: 1.) NaH / 1.) THF, reflux 2.) THF, reflux

With sodium tetrahydroborate; sodium hydride; sodium sulfate; toluene-4-sulfonic acid; In methanol; xylene;

Reference yield:

: 81028-03-7
(Z)-4-benzyloxy-but-2-en-1-ol

: 83925-27-3
(+/-)-3(R^*)-(benzyloxy)-2-(R^*)-<3(R^*)-<4-(benzyloxy)but-1-enyl>>-1-(ethoxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / p-toluenesulfonic acid, anh. Na₂SO₄ / xylene / 8 h / Heating

2: 77 percent / NaBH₄ / methanol / 0.17 h / Ambient temperature

3: 81 percent / NaH / tetrahydrofuran / 1 h / Heating

With sodium tetrahydroborate; sodium hydride; toluene-4-sulfonic acid; sodium sulfate; In tetrahydrofuran; methanol; xylene;
DOI:10.1021/jo00169a005