(2R,3R,4R)-N-benzyloxycarbonyl-1,3,4-tris(benzyloxy)-2-(but-3-enylamino)-hex-5-ene

Base Information

Chemical Name:(2R,3R,4R)-N-benzyloxycarbonyl-1,3,4-tris(benzyloxy)-2-(but-3-enylamino)-hex-5-ene
CAS No.:909801-49-6
Molecular Formula:C₃₉H₄₃NO₅
Molecular Weight:605.774
Hs Code.:

Synonyms:(2R,3R,4R)-N-benzyloxycarbonyl-1,3,4-tris(benzyloxy)-2-(but-3-enylamino)-hex-5-ene

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Chemical Property of (2R,3R,4R)-N-benzyloxycarbonyl-1,3,4-tris(benzyloxy)-2-(but-3-enylamino)-hex-5-ene

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Technology Process of (2R,3R,4R)-N-benzyloxycarbonyl-1,3,4-tris(benzyloxy)-2-(but-3-enylamino)-hex-5-ene

There total 8 articles about (2R,3R,4R)-N-benzyloxycarbonyl-1,3,4-tris(benzyloxy)-2-(but-3-enylamino)-hex-5-ene 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: 84.0%

: 909801-45-2
(2R,3R,4R)-1,3,4-Tris(benzyloxy)-N-(but-3-en-1-yl)hex-5-en-2-amine

: 501-53-1,94274-21-2
benzyl chloroformate

: 909801-49-6
(2R,3R,4R)-N-benzyloxycarbonyl-1,3,4-tris(benzyloxy)-2-(but-3-enylamino)-hex-5-ene

Guidance literature:: (2R,3R,4R)-1,3,4-Tris(benzyloxy)-N-(but-3-en-1-yl)hex-5-en-2-amine; With sodium hydrogencarbonate; In dichloromethane; water; at 0 ℃; for 0.0833333h;

benzyl chloroformate; In dichloromethane; water; at 0 - 20 ℃;
DOI:10.1055/s-0035-1562438

Reference yield:

: methyl 1,3,4-tri-O-benzyl-6-deoxy-6-iodo-D-fructofuranoside

: 909801-49-6
(2R,3R,4R)-N-benzyloxycarbonyl-1,3,4-tris(benzyloxy)-2-(but-3-enylamino)-hex-5-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / zinc / H₂O; tetrahydrofuran / 2 h / 40 °C / sonication

2: 3 Angstroem molecular sieves; InCl₃; NaCNBH₃ / tetrahydrofuran / 3 h / 20 °C

3: 80 percent / KHCO₃ / H₂O; CH₂Cl₂ / 1 h / 20 °C

With indium(III) chloride; 3 A molecular sieve; sodium cyanoborohydride; potassium hydrogencarbonate; zinc; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/b605818c

Reference yield:

: 220939-94-6
(3S,4R)-1,3,4-tris(benzyloxy)-hex-5-en-2-one

: 909801-49-6
(2R,3R,4R)-N-benzyloxycarbonyl-1,3,4-tris(benzyloxy)-2-(but-3-enylamino)-hex-5-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 3 Angstroem molecular sieves; InCl₃; NaCNBH₃ / tetrahydrofuran / 3 h / 20 °C

2: 80 percent / KHCO₃ / H₂O; CH₂Cl₂ / 1 h / 20 °C

With indium(III) chloride; 3 A molecular sieve; sodium cyanoborohydride; potassium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/b605818c