(R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl ester

Base Information

Chemical Name:(R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl ester
CAS No.:666728-50-3
Molecular Formula:C₂₅H₂₈N₂O₁₀
Molecular Weight:516.505
Hs Code.:

Synonyms:(R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl ester

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Chemical Property of (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl ester

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Technology Process of (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl ester

There total 5 articles about (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl 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: 80.0%

: 658-78-6
1-nitro-4-trifluoroacetoxy-benzene

: 129172-14-1
methyl 2-acetamido-4,6-O-benzylidene-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside

: 666728-50-3
(R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl ester

Guidance literature:: With pyridine; at 20 ℃; for 18h;
DOI:10.1021/ja0434376

Reference yield:

: 87038-18-4
methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 666728-50-3
(R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / molecular sieves 4 Angstroem; NaH / dimethylformamide / 20 °C

2: pyridine / 18 h / 20 °C

With pyridine; 4 A molecular sieve; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/jo035397e

Reference yield:

: 10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

: 666728-50-3
(R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / BF₃*Et₂O / methanol / 20 °C

2: NaOMe / methanol / 0.5 h / 20 °C

3: p-toluenesulfonic acid monohydrate / acetonitrile / 2 h / 20 °C

4: 59 percent / molecular sieves 4 Angstroem; NaH / dimethylformamide / 20 °C

5: pyridine / 18 h / 20 °C

With pyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo035397e