((2R,3R,4R)-1-Benzyl-4-benzyloxy-3-hydroxy-pyrrolidin-2-yl)-acetic acid ethyl ester

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Chemical Name:((2R,3R,4R)-1-Benzyl-4-benzyloxy-3-hydroxy-pyrrolidin-2-yl)-acetic acid ethyl ester
CAS No.:800407-10-7
Molecular Formula:C₂₂H₂₇NO₄
Molecular Weight:369.461
Hs Code.:

Synonyms:((2R,3R,4R)-1-Benzyl-4-benzyloxy-3-hydroxy-pyrrolidin-2-yl)-acetic acid ethyl ester

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Chemical Property of ((2R,3R,4R)-1-Benzyl-4-benzyloxy-3-hydroxy-pyrrolidin-2-yl)-acetic acid ethyl ester

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Technology Process of ((2R,3R,4R)-1-Benzyl-4-benzyloxy-3-hydroxy-pyrrolidin-2-yl)-acetic acid ethyl ester

There total 3 articles about ((2R,3R,4R)-1-Benzyl-4-benzyloxy-3-hydroxy-pyrrolidin-2-yl)-acetic 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: 47.0%

: 100-46-9
benzylamine

: (E)-(4R,5S)-5-Benzyloxy-4-formyloxy-6-oxo-hex-2-enoic acid ethyl ester

: 800407-08-3
(3aS,6R,6aR)-4-Benzyl-6-benzyloxy-hexahydro-furo[3,2-b]pyrrol-2-one

: 800407-10-7
((2R,3R,4R)-1-Benzyl-4-benzyloxy-3-hydroxy-pyrrolidin-2-yl)-acetic acid ethyl ester

Guidance literature:: benzylamine; (E)-(4R,5S)-5-Benzyloxy-4-formyloxy-6-oxo-hex-2-enoic acid ethyl ester; With acetic acid; In methanol; at -20 ℃; for 1.5h;

With sodium cyanoborohydride; In methanol; at -20 - 20 ℃; Further stages.;
DOI:10.1016/j.tetlet.2004.09.053

Reference yield:

: 108788-49-4
ethyl (E)-[3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]-heptofuran-5-en-uronate

: 800407-10-7
((2R,3R,4R)-1-Benzyl-4-benzyloxy-3-hydroxy-pyrrolidin-2-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: TFA / H₂O / 3 h / 0 - 25 °C

2.1: 83 percent / NaIO₄ / acetone; H₂O / 0.67 h / 0 - 25 °C

3.1: AcOH / methanol / 1.5 h / -20 °C

3.2: 34 percent / NaCNBH₃ / methanol / -20 - 20 °C

With sodium periodate; acetic acid; trifluoroacetic acid; In methanol; water; acetone;
DOI:10.1016/j.tetlet.2004.09.053

Reference yield:

: 247144-48-5
(E)-3-((2R,3R,4R,5S)-3-Benzyloxy-4,5-dihydroxy-tetrahydro-furan-2-yl)-acrylic acid ethyl ester

: 800407-10-7
((2R,3R,4R)-1-Benzyl-4-benzyloxy-3-hydroxy-pyrrolidin-2-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / NaIO₄ / acetone; H₂O / 0.67 h / 0 - 25 °C

2.1: AcOH / methanol / 1.5 h / -20 °C

2.2: 34 percent / NaCNBH₃ / methanol / -20 - 20 °C

With sodium periodate; acetic acid; In methanol; water; acetone;
DOI:10.1016/j.tetlet.2004.09.053