Methyl 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-ribo-oct-3-en-2-ulopyranoside

Base Information

Chemical Name:Methyl 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-ribo-oct-3-en-2-ulopyranoside
CAS No.:119947-95-4
Molecular Formula:C₁₉H₂₆O₆
Molecular Weight:350.412
Hs Code.:

Synonyms:Methyl 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-ribo-oct-3-en-2-ulopyranoside

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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 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-ribo-oct-3-en-2-ulopyranoside

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Technology Process of Methyl 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-ribo-oct-3-en-2-ulopyranoside

There total 8 articles about Methyl 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-ribo-oct-3-en-2-ulopyranoside 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: 9.0%

: 120052-41-7
<2R-<2α(R^*),6β>>-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)-6-methoxy-6-<(phenylmethoxy)methyl>-2H-pyran-3(6H)-one

: 119947-94-3
Methyl 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-arabino-oct-3-en-2-ulopyranoside

: 119947-95-4
Methyl 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-ribo-oct-3-en-2-ulopyranoside

Guidance literature:: With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/jo00023a028

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 119947-95-4
Methyl 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-ribo-oct-3-en-2-ulopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) t-BuLi / 1.) THF, -78 to 0 deg C, 4 h, 2.) 0 to 25 deg C, 12 h

2: (n-Bu)4NF / tetrahydrofuran / 12 h / 25 °C

3: 1.) t-BuOOH, VO(acac)2, 2.) Ag₂O / 1.) CH₂Cl₂, 25 deg C, 6 h, 2.) 25 deg C, 24 h

4: K-Selectride / tetrahydrofuran / 0.5 h / -78 °C

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; tetrabutyl ammonium fluoride; tert.-butyl lithium; potassium tri-sec-butyl-borohydride; silver(l) oxide; In tetrahydrofuran;
DOI:10.1021/ja00188a060

Reference yield:

: 119947-92-1
*,R^*)>-(2,2-Dimethyl-α-(2-furanyl)-1,3-dioxolan-4-yl)methyl tert-butyldimethylsilyl ether

: 119947-95-4
Methyl 3,4-dideoxy-7,8-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-D-ribo-oct-3-en-2-ulopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) t-BuLi / 1.) THF, -78 to 0 deg C, 4 h, 2.) 0 to 25 deg C, 12 h

2: (n-Bu)4NF / tetrahydrofuran / 12 h / 25 °C

3: 1.) t-BuOOH, VO(acac)2, 2.) Ag₂O / 1.) CH₂Cl₂, 25 deg C, 6 h, 2.) 25 deg C, 24 h

4: K-Selectride / tetrahydrofuran / 0.5 h / -78 °C

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; tetrabutyl ammonium fluoride; tert.-butyl lithium; potassium tri-sec-butyl-borohydride; silver(l) oxide; In tetrahydrofuran;
DOI:10.1021/ja00188a060