ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate

Base Information

Chemical Name:ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate
CAS No.:113019-37-7
Molecular Formula:C₂₄H₂₇NO₇
Molecular Weight:441.481
Hs Code.:

Synonyms:ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate

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Chemical Property of ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate

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Technology Process of ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate

There total 5 articles about ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate 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%

: 626-35-7
nitroacetic acid ethyl ester

: 113019-35-5
phenyl 4,6-di-O-benzyl-2,3-dideoxy-α,β-D-erythro-hex-2-enopyranoside

: 113019-37-7
ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate

Guidance literature:: With 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 5h;
DOI:10.1021/jo00269a026

Reference yield:

: 62398-09-8
Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-phenoxy-3,6-dihydro-2H-pyran-3-yl ester

: 113019-37-7
ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate

Guidance literature:: Multi-step reaction with 3 steps

1: MeONa / methanol / 0.5 h / 25 °C

2: 1.) KOH / dimethylsulfoxide / 1.) 0 deg C, 15 min, 2.) room temp., 14 h

3: 80 percent / Pd(dba)2/1,2-bis(diphenylphosphino)ethane (dppe) / tetrahydrofuran / 5 h / 60 °C

With potassium hydroxide; sodium methylate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; dimethyl sulfoxide;
DOI:10.1021/jo00269a026

Reference yield:

: 95843-67-7
2,3-Didehydro-2,3-didesoxy-α-D-erythro-(phenyl-hexosid)

: 113019-37-7
ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) KOH / dimethylsulfoxide / 1.) 0 deg C, 15 min, 2.) room temp., 14 h

2: 80 percent / Pd(dba)2/1,2-bis(diphenylphosphino)ethane (dppe) / tetrahydrofuran / 5 h / 60 °C

With potassium hydroxide; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1021/jo00269a026