(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol
CAS No.:620949-08-8
Molecular Formula:C₃₈H₅₆O₉Si
Molecular Weight:684.943
Hs Code.:

(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol

Synonyms:(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol

There total 14 articles about (2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol 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: 84.0%

: 620949-03-3
(4aR,6S,7R,8aS)-2,2-Di-tert-butyl-6-(2-hydroxy-ethyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

: 620949-04-4
[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetaldehyde

: 620949-08-8
(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol

: 620949-07-7
(4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene

Guidance literature:: With scandium tris(trifluoromethanesulfonate); In benzene; for 1.5h;
DOI:10.1016/S0040-4039(03)01862-8

Reference yield:

: 602301-65-5
(2R,4aR,6S,7R,8aS)-2-(4-Methoxy-phenyl)-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 620949-08-8
(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: O₃ / CH₂Cl₂; methanol / -78 °C

1.2: 96 percent / NaBH₄ / methanol; CH₂Cl₂

2.1: 96 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

3.1: 90 percent / DIBAL-H / CH₂Cl₂ / 20 h / -78 - -20 °C

4.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

5.1: dimethylformamide / 24 h / 50 °C

6.1: 83 percent / DIBAL-H / CH₂Cl₂ / -78 °C

7.1: 11 percent / Sc(OTf)3 / benzene / 1.5 h

With sodium hydride; diisobutylaluminium hydride; ozone; triethylamine; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(03)01862-8

Reference yield:

: 620949-05-5
(4aR,6S,7R,8aS)-2,2-Di-tert-butyl-6-vinyl-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

: 620949-08-8
(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-((4aR,5aS,10aR,11aS)-2,2-di-tert-butyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalen-9-ylmethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: catecholborane / Rh(PPh₃)3Cl / tetrahydrofuran / 14 h / 20 °C

1.2: 66 percent / aq. H₂O₂; aq. NaHCO₃

2.1: 11 percent / Sc(OTf)3 / benzene / 1.5 h

With scandium tris(trifluoromethanesulfonate); benzo[1,3,2]dioxaborole; Wilkinson's catalyst; In tetrahydrofuran; benzene;
DOI:10.1016/S0040-4039(03)01862-8