N-[(2R,4R,5R)-4-((1S,2R)-1,2,3-Tris-benzyloxy-propyl)-2-vinyl-[1,3]dioxan-5-yl]-acetamide

Base Information

Chemical Name:N-[(2R,4R,5R)-4-((1S,2R)-1,2,3-Tris-benzyloxy-propyl)-2-vinyl-[1,3]dioxan-5-yl]-acetamide
CAS No.:721448-12-0
Molecular Formula:C₃₂H₃₇NO₆
Molecular Weight:531.649
Hs Code.:

Synonyms:N-[(2R,4R,5R)-4-((1S,2R)-1,2,3-Tris-benzyloxy-propyl)-2-vinyl-[1,3]dioxan-5-yl]-acetamide

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Chemical Property of N-[(2R,4R,5R)-4-((1S,2R)-1,2,3-Tris-benzyloxy-propyl)-2-vinyl-[1,3]dioxan-5-yl]-acetamide

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Technology Process of N-[(2R,4R,5R)-4-((1S,2R)-1,2,3-Tris-benzyloxy-propyl)-2-vinyl-[1,3]dioxan-5-yl]-acetamide

There total 10 articles about N-[(2R,4R,5R)-4-((1S,2R)-1,2,3-Tris-benzyloxy-propyl)-2-vinyl-[1,3]dioxan-5-yl]-acetamide 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: 80.0%

: 107-02-8,25068-14-8
acrolein

: 721448-08-4
N-((1R,2R,3S,4R)-3,4,5-Tris-benzyloxy-2-hydroxy-1-hydroxymethyl-pentyl)-acetamide

: 721448-12-0
N-[(2R,4R,5R)-4-((1S,2R)-1,2,3-Tris-benzyloxy-propyl)-2-vinyl-[1,3]dioxan-5-yl]-acetamide

Guidance literature:: With Trichlorbutylstannan;
DOI:10.1016/j.tetlet.2004.03.135

Reference yield:

: 41308-76-3,821794-45-0
allyl α-D-mannopyranoside

: 721448-12-0
N-[(2R,4R,5R)-4-((1S,2R)-1,2,3-Tris-benzyloxy-propyl)-2-vinyl-[1,3]dioxan-5-yl]-acetamide

Guidance literature:: Multi-step reaction with 13 steps

1: 90 percent / PTSA

2: 90 percent / NaH

3: 60 percent / SeO₂ / acetic acid

4: 90 percent / NaBH₄ / methanol

5: 92 percent / imidazole

6: 90 percent / PCC

7: 90 percent / NH₂OH

8: 80 percent / LiAlH₄ / diethyl ether

9: 90 percent / NEt₃

10: 70 percent / TBAF

11: 90 percent / NaH

12: 64 percent / PTSA / methanol

13: 80 percent / nBuSnCl₃

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; selenium(IV) oxide; Trichlorbutylstannan; tetrabutyl ammonium fluoride; hydroxylamine; sodium hydride; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; In methanol; diethyl ether; acetic acid;
DOI:10.1016/j.tetlet.2004.03.135

Reference yield:

: 81600-93-3
allyl 4,6-di-O-benzylidene-α-D-mannopyranoside

: 721448-12-0
N-[(2R,4R,5R)-4-((1S,2R)-1,2,3-Tris-benzyloxy-propyl)-2-vinyl-[1,3]dioxan-5-yl]-acetamide

Guidance literature:: Multi-step reaction with 12 steps

1: 90 percent / NaH

2: 60 percent / SeO₂ / acetic acid

3: 90 percent / NaBH₄ / methanol

4: 92 percent / imidazole

5: 90 percent / PCC

6: 90 percent / NH₂OH

7: 80 percent / LiAlH₄ / diethyl ether

8: 90 percent / NEt₃

9: 70 percent / TBAF

10: 90 percent / NaH

11: 64 percent / PTSA / methanol

12: 80 percent / nBuSnCl₃

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; selenium(IV) oxide; Trichlorbutylstannan; tetrabutyl ammonium fluoride; hydroxylamine; sodium hydride; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; In methanol; diethyl ether; acetic acid;
DOI:10.1016/j.tetlet.2004.03.135