methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-galactopyranoside

Base Information

Chemical Name:methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-galactopyranoside
CAS No.:924298-38-4
Molecular Formula:C₃₂H₄₂O₆Si
Molecular Weight:550.767
Hs Code.:

Synonyms:methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-galactopyranoside

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Chemical Property of methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-galactopyranoside

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Technology Process of methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-galactopyranoside

There total 6 articles about methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-galactopyranoside 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: 84.6%

: 924298-37-3
(1R,2S,5S)-5-(tert-butyl-diphenylsilanyloxymethyl)-1-methoxymethoxy-2-benzyloxy-cyclohex-3-ene

: 924298-38-4
methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-galactopyranoside

: methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-allopyranoside

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; at 20 ℃; for 22h;
DOI:10.1016/j.tetasy.2006.11.014

Reference yield:

: 924298-36-2
(1R,2S,5S)-5-(tert-butyl-diphenylsilanyloxymethyl)-1-methoxymethoxy-2-hydroxy-cyclohex-3-ene

: 924298-38-4
methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

1.2: 91 percent / Bu₄NI / tetrahydrofuran / 25 h / 20 °C

2.1: 84.6 percent / 4-methylmorpholine-N-oxide; OsO₄ / acetone; H₂O / 22 h / 20 °C

With osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone;
DOI:10.1016/j.tetasy.2006.11.014

Reference yield:

: 924298-35-1
(1R,2S,5S)-5-(tert-butyl-diphenylsilanyloxymethyl)-1-(methoxymethoxy)-2-p-nitrobenzoyloxy-cyclohex-3-ene

: 924298-38-4
methoxymethyl 2-O-benzyl-6-O-(tert-butyl-diphenyl)silyl-5a-carba-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96.6 percent / NaOMe / methanol / 0.83 h / 20 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

2.2: 91 percent / Bu₄NI / tetrahydrofuran / 25 h / 20 °C

3.1: 84.6 percent / 4-methylmorpholine-N-oxide; OsO₄ / acetone; H₂O / 22 h / 20 °C

With osmium(VIII) oxide; sodium methylate; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; water; acetone;
DOI:10.1016/j.tetasy.2006.11.014