methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside

Base Information

Chemical Name:methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside
CAS No.:182413-57-6
Molecular Formula:C₃₈H₄₂O₆
Molecular Weight:594.748
Hs Code.:

Synonyms:methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside

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Chemical Property of methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside

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Technology Process of methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside

There total 2 articles about methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside 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%

: 100-39-0
benzyl bromide

: 182413-71-4
(S)-1-((2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-but-3-en-1-ol

: 182413-57-6
methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; at 20 ℃; for 16h;
DOI:10.1021/jo001447t

Reference yield:

: 83051-88-1
methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 182413-57-6
methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / Sn / acetonitrile; H₂O / 16 h / usltasound

2: 97 percent / NaH; n-Bu₄NI / 16 h / 20 °C

With tin; tetra-(n-butyl)ammonium iodide; sodium hydride; In water; acetonitrile;
DOI:10.1021/jo001447t

Reference yield:

: 182413-57-6
methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside

: (4S,8R,9R,10S)-4,8,9,10-Tetrakis-benzyloxy-1,6-dioxa-spiro[4.5]decane-2,7-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: IDCP / CH₂Cl₂ / 1 h / 20 °C

2.1: 2.1 g / Zn powder / aq. ethanol / 1 h / Heating

3.1: 95 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 - 20 °C

4.1: O₃ / CH₂Cl₂; methanol / -78 °C

4.2: 95 percent / Ph₃P / methanol / 1 h

5.1: 9M HCl / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; oxalyl dichloride; iodonium(di-γ-collidine) perchlorate; ozone; dimethyl sulfoxide; triethylamine; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; 3.1: Swern oxidation;
DOI:10.1021/jo001447t