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

Base Information

• Chemical Name: (3'R,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one
• CAS No.: 460313-72-8
• Molecular Formula: C₁₈H₂₄N₂O₆
• Molecular Weight: 364.398

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

Chemical Property of (3'R,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one

Chemical Property:

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Technology Process of (3'R,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one

There total 10 articles about (3'R,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one 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:

N-benzyloxyamine (622-33-3) + (4''S)-(Z)-3-[3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)-2-propenoyl]oxazolidin-2-one (460313-71-7) → (3'R,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one (460313-72-8)

Guidance literature:

With magnesium bromide; In tetrahydrofuran; dichloromethane; at -10 ℃; for 18h;

DOI:10.1021/jo0259055

Reference yield:

N-benzyloxyamine (622-33-3) + (4''S)-(E)-3-[3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)-2-propenoyl]oxazolidin-2-one (460313-70-6) → (3'R,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one (460313-72-8) + (3'S,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at -10 ℃; for 4h;

DOI:10.1021/jo0259055

Reference yield:

N-benzyloxyamine (622-33-3) + (4''S)-(Z)-3-[3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)-2-propenoyl]oxazolidin-2-one (460313-71-7) → (3'R,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one (460313-72-8) + (3'S,4''S)-3-[3'-benzyloxyamino-3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)propanoyl]oxazolidin-2-one

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at -10 ℃; for 18h;

DOI:10.1021/jo0259055

upstream raw materials:

N-benzyloxyamine

(4''S)-(Z)-3-[3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)-2-propenoyl]oxazolidin-2-one

(4''S)-(E)-3-[3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)-2-propenoyl]oxazolidin-2-one

methyl (2Z)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate

Downstream raw materials:

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

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

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