(4R,5R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-[(Z)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester

Base Information

Chemical Name:(4R,5R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-[(Z)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester
CAS No.:204447-37-0
Molecular Formula:C₄₄H₆₈O₇Si
Molecular Weight:737.105
Hs Code.:

(4R,5R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-[(Z)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester

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Chemical Property of (4R,5R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-[(Z)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester

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Technology Process of (4R,5R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-[(Z)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester

There total 17 articles about (4R,5R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-[(Z)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl 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:

: 146916-76-9
5-(4-methoxyphenyl)methoxy-2-pentyn-1-ol

: 204447-37-0
(4R,5R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-[(Z)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: 1.) Red-Al; 2.) I₂ / 1.) Et₂O, 0 deg C to 25 deg C; 2.) Et₂O, -50 deg C to 25 deg C

2: PPTS / CH₂Cl₂

3: 1.) t-BuLi / 1.) Et₂O, -78 deg C; 2.) DMF

4: DIBAH / CH₂Cl₂ / -78 °C

5: NaH, n-Bu₄NI / tetrahydrofuran / Heating

6: PPTS / methanol / Heating

7: diisopropyl L-tartrate, Ti(O-i-Pr)4, t-BuOOH, 4 Angstroem molecular sieves / CH₂Cl₂ / -30 °C

8: CuI / tetrahydrofuran / -25 °C

9: PPTS / benzene / Heating

10: 1.) OsO₄, NMO; 2.) NaIO₄ / 1.) THF, H₂O; 2.) THF, H₂O

11: 80 percent / n-BuLi / tetrahydrofuran / 0 °C

12: Li / tetrahydrofuran; liquid ammonia / -33 °C

13: Et₃N / CH₂Cl₂

14: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -60 - 25 °C

15: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

16: diethyl ether

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; copper(l) iodide; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; 2-methyl-but-2-ene; oxalyl dichloride; L-(+)-diisopropyl tartrate; 4 A molecular sieve; iodine; tert.-butyl lithium; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; lithium; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ammonia; water; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(97)10754-7

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 204447-37-0
(4R,5R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-[(Z)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂

2: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -60 - 25 °C

3: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

4: diethyl ether

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(97)10754-7

Reference yield:

: 409064-76-2
(Z)-3-Iodo-5-(4-methoxy-benzyloxy)-pent-2-en-1-ol

: 204447-37-0
(4R,5R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-[(Z)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: PPTS / CH₂Cl₂

2: 1.) t-BuLi / 1.) Et₂O, -78 deg C; 2.) DMF

3: DIBAH / CH₂Cl₂ / -78 °C

4: NaH, n-Bu₄NI / tetrahydrofuran / Heating

5: PPTS / methanol / Heating

6: diisopropyl L-tartrate, Ti(O-i-Pr)4, t-BuOOH, 4 Angstroem molecular sieves / CH₂Cl₂ / -30 °C

7: CuI / tetrahydrofuran / -25 °C

8: PPTS / benzene / Heating

9: 1.) OsO₄, NMO; 2.) NaIO₄ / 1.) THF, H₂O; 2.) THF, H₂O

10: 80 percent / n-BuLi / tetrahydrofuran / 0 °C

11: Li / tetrahydrofuran; liquid ammonia / -33 °C

12: Et₃N / CH₂Cl₂

13: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -60 - 25 °C

14: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

15: diethyl ether

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; copper(l) iodide; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; 2-methyl-but-2-ene; oxalyl dichloride; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tert.-butyl lithium; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; lithium; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ammonia; water; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(97)10754-7