2,2-Dimethyl-propionic acid (S)-6-benzyloxy-4-[(4S,5S,6R)-6-(2-hydroxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-hexyl ester

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Chemical Name:2,2-Dimethyl-propionic acid (S)-6-benzyloxy-4-[(4S,5S,6R)-6-(2-hydroxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-hexyl ester
CAS No.:110099-22-4
Molecular Formula:C₂₇H₄₄O₆
Molecular Weight:464.643
Hs Code.:

Synonyms:

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Chemical Property of 2,2-Dimethyl-propionic acid (S)-6-benzyloxy-4-[(4S,5S,6R)-6-(2-hydroxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-hexyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (S)-6-benzyloxy-4-[(4S,5S,6R)-6-(2-hydroxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-hexyl ester

There total 21 articles about 2,2-Dimethyl-propionic acid (S)-6-benzyloxy-4-[(4S,5S,6R)-6-(2-hydroxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-hexyl 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:

: 126108-10-9
methyl 4,6-O-benzylidene-2-deoxy-2-(2-propenyl)-α-D-allohexopyranoside

: 110099-22-4
2,2-Dimethyl-propionic acid (S)-6-benzyloxy-4-[(4S,5S,6R)-6-(2-hydroxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-hexyl ester

Guidance literature:: Multi-step reaction with 20 steps

1: CSA, CH₃OH

3: 1.) phosgene iminium chloride

4: toluene / 100 °C

5: 85 percent / H₂SO₄ / tetrahydrofuran; H₂O / 25 °C

6: 62 percent / PdCl₂/CuCl₂/O₂ / dimethylformamide; H₂O / 25 °C

7: 87 percent / PDC / acetic anhydride; CH₂Cl₂

8: 91 percent / LiAlH₄ / diethyl ether

9: 88 percent / pyridine

10: 60 percent / BF₃*Et₂O

11: 92 percent / imidazole

12: HgCl₂, CaCO₃ / acetonitrile; H₂O

13: 58 percent / tetrahydrofuran

14: 95 percent / PPTS

15: 1.) BH₃*THF, 2.) 3N NaOH, 30percent H₂O₂

16: 72 percent / NaH, n-Bu₄NI / dimethylformamide

17: 90 percent / n-Bu₄F / tetrahydrofuran

18: 1.) Oxalyl chloride, DMSO, 2.) Et₃N

19: tetrahydrofuran

20: 1.) BH₃*THF, 2.) 3N NaOH, 30percent H₂O₂

With pyridine; 1H-imidazole; methanol; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; borane-THF; oxalyl dichloride; sulfuric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; dihydrogen peroxide; oxygen; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; dichloromethylenedimethyliminium chloride; dimethyl sulfoxide; triethylamine; calcium carbonate; mercury dichloride; copper dichloride; palladium dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetic anhydride; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)85204-1

Reference yield:

: 110087-61-1
(1S,2R,3R,4S,5R)-4-(3-Hydroxy-propyl)-2-methyl-6,8-dioxa-bicyclo[3.2.1]octan-3-ol

: 110099-22-4
2,2-Dimethyl-propionic acid (S)-6-benzyloxy-4-[(4S,5S,6R)-6-(2-hydroxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-hexyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 88 percent / pyridine

2: 60 percent / BF₃*Et₂O

3: 92 percent / imidazole

4: HgCl₂, CaCO₃ / acetonitrile; H₂O

5: 58 percent / tetrahydrofuran

6: 95 percent / PPTS

7: 1.) BH₃*THF, 2.) 3N NaOH, 30percent H₂O₂

8: 72 percent / NaH, n-Bu₄NI / dimethylformamide

9: 90 percent / n-Bu₄F / tetrahydrofuran

10: 1.) Oxalyl chloride, DMSO, 2.) Et₃N

11: tetrahydrofuran

12: 1.) BH₃*THF, 2.) 3N NaOH, 30percent H₂O₂

With pyridine; 1H-imidazole; sodium hydroxide; borane-THF; oxalyl dichloride; boron trifluoride diethyl etherate; dihydrogen peroxide; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; calcium carbonate; mercury dichloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)85204-1

Reference yield:

: 110087-51-9
(1R,2S,7R,8R,9S)-8-Methyl-6,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodecan-5-ol

: 110099-22-4
2,2-Dimethyl-propionic acid (S)-6-benzyloxy-4-[(4S,5S,6R)-6-(2-hydroxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-hexyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 87 percent / PDC / acetic anhydride; CH₂Cl₂

2: 91 percent / LiAlH₄ / diethyl ether

3: 88 percent / pyridine

4: 60 percent / BF₃*Et₂O

5: 92 percent / imidazole

6: HgCl₂, CaCO₃ / acetonitrile; H₂O

7: 58 percent / tetrahydrofuran

8: 95 percent / PPTS

9: 1.) BH₃*THF, 2.) 3N NaOH, 30percent H₂O₂

10: 72 percent / NaH, n-Bu₄NI / dimethylformamide

11: 90 percent / n-Bu₄F / tetrahydrofuran

12: 1.) Oxalyl chloride, DMSO, 2.) Et₃N

13: tetrahydrofuran

14: 1.) BH₃*THF, 2.) 3N NaOH, 30percent H₂O₂

With pyridine; 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; borane-THF; oxalyl dichloride; boron trifluoride diethyl etherate; dihydrogen peroxide; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; calcium carbonate; mercury dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetic anhydride; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)85204-1