N-((3R,3aR,6R,6aS)-2-Benzyloxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-yl)-acetamide

Base Information

Chemical Name:N-((3R,3aR,6R,6aS)-2-Benzyloxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-yl)-acetamide
CAS No.:677334-93-9
Molecular Formula:C₁₇H₂₃NO₆
Molecular Weight:337.373
Hs Code.:

Synonyms:N-((3R,3aR,6R,6aS)-2-Benzyloxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-yl)-acetamide

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Chemical Property of N-((3R,3aR,6R,6aS)-2-Benzyloxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-yl)-acetamide

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Technology Process of N-((3R,3aR,6R,6aS)-2-Benzyloxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-yl)-acetamide

There total 8 articles about N-((3R,3aR,6R,6aS)-2-Benzyloxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-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: 77.0%

: 100-39-0
benzyl bromide

: N-((3R,3aR,6R,6aS)-2-Hydroxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-yl)-acetamide

: 677334-93-9
N-((3R,3aR,6R,6aS)-2-Benzyloxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-yl)-acetamide

Guidance literature:: With silver(l) oxide; In ethyl acetate;
DOI:10.1016/j.tetlet.2003.12.135

Reference yield:

: 157831-25-9
(2R,3R,4R,5S)-1,3,4-Tris-benzyloxy-5-(4-methoxy-benzylamino)-hept-6-en-2-ol

: 677334-93-9
N-((3R,3aR,6R,6aS)-2-Benzyloxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-yl)-acetamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: CH₂Cl₂

1.2: 50 percent / K₂CO₃ / methanol

2.1: 49 percent / CAN / methanol

3.1: 99 percent / OsO₄; NMO / acetone; H₂O

4.1: 90 percent / p-TsOH / acetone

5.1: 94 percent / (i-Pr)2NEt / CH₂Cl₂

6.1: 97 percent / H₂ / Pd/C / methanol

7.1: 79 percent / Bu₂SnO; Et₃N / CH₂Cl₂

8.1: 96 percent / K₂CO₃ / methanol

9.1: 82 percent / cc. HCl / methanol

10.1: 92 percent / NaIO₄ / diethyl ether; H₂O

11.1: 77 percent / Ag₂O / ethyl acetate

With hydrogenchloride; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; ammonium cerium(IV) nitrate; hydrogen; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; silver(l) oxide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1016/j.tetlet.2003.12.135

Reference yield:

: 677334-89-3
N-[(1S,2R,3R,4R)-2,3,5-Tris-benzyloxy-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-hydroxy-pentyl]-acetamide

: 677334-93-9
N-((3R,3aR,6R,6aS)-2-Benzyloxy-6-methoxymethoxy-hexahydro-furo[3,2-b]furan-3-yl)-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / (i-Pr)2NEt / CH₂Cl₂

2: 97 percent / H₂ / Pd/C / methanol

3: 79 percent / Bu₂SnO; Et₃N / CH₂Cl₂

4: 96 percent / K₂CO₃ / methanol

5: 82 percent / cc. HCl / methanol

6: 92 percent / NaIO₄ / diethyl ether; H₂O

7: 77 percent / Ag₂O / ethyl acetate

With hydrogenchloride; sodium periodate; hydrogen; di(n-butyl)tin oxide; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; silver(l) oxide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetlet.2003.12.135