1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-3-ol

Base Information

Chemical Name:1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-3-ol
CAS No.:909544-84-9
Molecular Formula:C₅₀H₇₃ClO₈Si₂
Molecular Weight:893.749
Hs Code.:

1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-3-ol

Synonyms:1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-3-ol

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Chemical Property of 1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-3-ol

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Technology Process of 1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-3-ol

There total 12 articles about 1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-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:

: 909544-80-5
(2R,3R,4S)-4-Chloro-2-hydroxymethyl-tetrahydro-pyran-3-ol

: 909544-84-9
1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2.1: camphorsulfonic acid / methanol / 0 °C

3.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

4.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

5.1: 100 percent / K₂CO₃ / methanol

6.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

6.2: 81 percent / tetrahydrofuran; hexamethylphosphoric acid triamide

With 2,6-dimethylpyridine; n-butyllithium; camphor-10-sulfonic acid; potassium carbonate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/j.tetlet.2006.06.032

Reference yield:

: 909544-94-1
(2R,4aR,8S,8aR)-8-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 909544-84-9
1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / camphorsulfonic acid / methanol

2.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

3.1: camphorsulfonic acid / methanol / 0 °C

4.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

5.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

6.1: 100 percent / K₂CO₃ / methanol

7.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

7.2: 81 percent / tetrahydrofuran; hexamethylphosphoric acid triamide

With 2,6-dimethylpyridine; n-butyllithium; camphor-10-sulfonic acid; potassium carbonate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/j.tetlet.2006.06.032

Reference yield:

: 909544-81-6
[(2R,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-methanol

: 909544-84-9
1-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-6-[(2R,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-chloro-tetrahydro-pyran-2-yl]-hex-4-yn-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

2.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

3.1: 100 percent / K₂CO₃ / methanol

4.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

4.2: 81 percent / tetrahydrofuran; hexamethylphosphoric acid triamide

With 2,6-dimethylpyridine; n-butyllithium; potassium carbonate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/j.tetlet.2006.06.032