{(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester

Base Information

Chemical Name:{(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester
CAS No.:152426-93-2
Molecular Formula:C₃₉H₆₄O₈S₂Si
Molecular Weight:753.15
Hs Code.:

{(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester

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Chemical Property of {(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester

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Technology Process of {(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester

There total 24 articles about {(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester 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:

: 121352-88-3
[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-methanol

: 152426-93-2
{(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 96 percent / Red-Al / toluene

2: 98 percent / imidazole

3: 98 percent / H₂ / Pd-black / ethanol

4: 92 percent / Swern oxidation

5: 84 percent / MgBr₂*OEt₂ / diethyl ether

6: 1) t-BuLi, HMPA / 1) THF, -78 deg C

7: 92 percent / PPTS / methanol

8: 91 percent / SO₃*pyridine, DMSO, NEt₃

9: 1) LDA, 2) LiI

10: 90 percent / toluene / Heating

11: 4N>, HOAc / acetonitrile / -35 °C

12: H₂O

13: PPTS / acetone

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; pyridine-SO₃ complex; water; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; acetic acid; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; magnesium bromide; lithium iodide; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; palladium; In methanol; diethyl ether; ethanol; acetone; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)74063-9

Reference yield:

: 187527-29-3
[(S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-pentyloxymethyl]-benzene

: 152426-93-2
{(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / H₂ / Pd-black / ethanol

2: 92 percent / Swern oxidation

3: 84 percent / MgBr₂*OEt₂ / diethyl ether

4: 1) t-BuLi, HMPA / 1) THF, -78 deg C

5: 92 percent / PPTS / methanol

6: 91 percent / SO₃*pyridine, DMSO, NEt₃

7: 1) LDA, 2) LiI

8: 90 percent / toluene / Heating

9: 4N>, HOAc / acetonitrile / -35 °C

10: H₂O

11: PPTS / acetone

With N,N,N,N,N,N-hexamethylphosphoric triamide; pyridine-SO₃ complex; water; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; acetic acid; dimethyl sulfoxide; triethylamine; magnesium bromide; lithium iodide; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; palladium; In methanol; diethyl ether; ethanol; acetone; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)74063-9

Reference yield:

: 152426-81-8
(3S)-1-benzyloxy-2,2-dimethylpentane-3,5-diol

: 152426-93-2
{(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 98 percent / imidazole

2: 98 percent / H₂ / Pd-black / ethanol

3: 92 percent / Swern oxidation

4: 84 percent / MgBr₂*OEt₂ / diethyl ether

5: 1) t-BuLi, HMPA / 1) THF, -78 deg C

6: 92 percent / PPTS / methanol

7: 91 percent / SO₃*pyridine, DMSO, NEt₃

8: 1) LDA, 2) LiI

9: 90 percent / toluene / Heating

10: 4N>, HOAc / acetonitrile / -35 °C

11: H₂O

12: PPTS / acetone

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; pyridine-SO₃ complex; water; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; acetic acid; dimethyl sulfoxide; triethylamine; magnesium bromide; lithium iodide; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; palladium; In methanol; diethyl ether; ethanol; acetone; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)74063-9