methyl (3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionate

Base Information

Chemical Name:methyl (3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionate
CAS No.:460313-74-0
Molecular Formula:C₁₆H₂₃NO₅
Molecular Weight:309.362
Hs Code.:

Synonyms:methyl (3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionate

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Technology Process of methyl (3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionate

There total 10 articles about methyl (3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionate 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: 97.0%

: 67-56-1
methanol

: 460313-72-8
(3'R,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one

: 460313-74-0
methyl (3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionate

Guidance literature:: With magnesium bromide; In toluene; at 80 ℃; for 2h;
DOI:10.1021/jo0259055

Reference yield: 92.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 460313-75-1
(3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionic acid

: 460313-74-0
methyl (3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionate

Guidance literature:: In diethyl ether; at 20 ℃; for 1h;
DOI:10.1021/jo0259055

Reference yield:

: 1707-77-3
1,2:5,6-di-O-isopropylidene-D-mannitol

: 460313-74-0
methyl (3R,4'S)-3-benzyloxyamino-3-(2',2'-dimethyl-1',3'-dioxolan-4'yl)propionate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogen carbonate; sodium periodate / H₂O; CH₂Cl₂ / 3 h / 20 °C

2: 11 percent / CH₂Cl₂ / 0 °C

3: MgBr₂*Et₂O / CH₂Cl₂; tetrahydrofuran / 18 h / -10 °C

4: 97 percent / MgBr₂*Et₂O / toluene / 2 h / 80 °C

With sodium periodate; sodium hydrogencarbonate; magnesium bromide; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/jo0259055