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

Base Information

Chemical Name:methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate
CAS No.:119367-02-1
Molecular Formula:C₂₃H₂₅NO₇
Molecular Weight:427.454
Hs Code.:

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

There total 5 articles about methyl 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: 75.0%

: 2483-57-0
methyl 2-nitroacetate

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

: 119367-02-1
methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-nitroacetate

Guidance literature:: With 1,3-bis-(diphenylphosphino)propane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 2h;
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

: 119367-02-1
methyl 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: 75 percent / Pd(dba)2/1,3-bis(diphenylphosphino)propane (dppp) / tetrahydrofuran / 2 h / 60 °C

With potassium hydroxide; 1,3-bis-(diphenylphosphino)propane; sodium methylate; 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)

: 119367-02-1
methyl 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: 75 percent / Pd(dba)2/1,3-bis(diphenylphosphino)propane (dppp) / tetrahydrofuran / 2 h / 60 °C

With potassium hydroxide; 1,3-bis-(diphenylphosphino)propane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1021/jo00269a026