{(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid

Base Information

Chemical Name:{(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid
CAS No.:410077-74-6
Molecular Formula:C₃₄H₅₄O₉Si
Molecular Weight:634.883
Hs Code.:

{(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid

Synonyms:{(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid

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Chemical Property of {(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid

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Technology Process of {(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid

There total 23 articles about {(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid 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: 100.0%

: 410077-73-5
Acetic acid (2R,4S,6S,8S,10S)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-2-(2-oxo-ethyl)-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

: 410077-74-6
{(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; ethyl-1-propenyl ether; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 6h;
DOI:10.1021/ol017273z

Reference yield:

: 410077-65-5
(R)-1-(Naphthalen-2-ylmethoxy)-hex-5-en-3-ol

: 410077-74-6
{(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

1.2: tetrahydrofuran / 0.25 h / 20 °C

2.1: 92.8 g / IBr / toluene; CH₂Cl₂ / 1.5 h / -78 °C

3.1: 83 percent / K₂CO₃ / methanol / 2 h

4.1: 90 percent / imidazole / tetrahydrofuran / 1 h

5.1: t-BuLi / diethyl ether; pentane / 0.83 h / -78 - -45 °C

5.2: diethyl ether; pentane / 4 h / -45 - -20 °C

5.3: 58 percent / HMPA; n-BuLi / hexane; diethyl ether; tetrahydrofuran / 15 h / -20 °C

6.1: Hg(ClO₄)2*4H₂O / acetonitrile; H₂O; CH₂Cl₂ / 0.17 h / 0 °C

6.2: 83 percent / HClO₄ / acetonitrile; H₂O; CH₂Cl₂ / 0.08 h

7.1: 90 percent / pyridine; 4-DMAP / CH₂Cl₂ / 13 h

8.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

9.1: 98 percent / 2-methylcyclohexadiene; calcium carbonate / Pd(OH)2/C / ethanol / 5.5 h / 70 °C

10.1: 99 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.33 h

11.1: 100 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / ethyl-1-propenyl ether / H₂O; tetrahydrofuran; 2-methyl-propan-2-ol / 6 h / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; mercury(II) perchlorate; 2-methyl-but-2-ene; 2-methylcyclohexa-1,3-diene; tert.-butyl lithium; sodium hexamethyldisilazane; iodine(I) bromide; potassium carbonate; Dess-Martin periodane; calcium carbonate; palladium dihydroxide; ethyl-1-propenyl ether; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; pentane; 10.1: Dess-Martin oxidation;
DOI:10.1021/ol017273z

Reference yield:

: 410077-66-6
carbonic acid tert-butyl ester 1-[2-(naphthalen-2-ylmethoxy)-ethyl]-but-3-enyl ester

: 410077-74-6
{(2R,4S,6S,8S,10S)-4-Acetoxy-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: 92.8 g / IBr / toluene; CH₂Cl₂ / 1.5 h / -78 °C

2.1: 83 percent / K₂CO₃ / methanol / 2 h

3.1: 90 percent / imidazole / tetrahydrofuran / 1 h

4.1: t-BuLi / diethyl ether; pentane / 0.83 h / -78 - -45 °C

4.2: diethyl ether; pentane / 4 h / -45 - -20 °C

4.3: 58 percent / HMPA; n-BuLi / hexane; diethyl ether; tetrahydrofuran / 15 h / -20 °C

5.1: Hg(ClO₄)2*4H₂O / acetonitrile; H₂O; CH₂Cl₂ / 0.17 h / 0 °C

5.2: 83 percent / HClO₄ / acetonitrile; H₂O; CH₂Cl₂ / 0.08 h

6.1: 90 percent / pyridine; 4-DMAP / CH₂Cl₂ / 13 h

7.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

8.1: 98 percent / 2-methylcyclohexadiene; calcium carbonate / Pd(OH)2/C / ethanol / 5.5 h / 70 °C

9.1: 99 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.33 h

10.1: 100 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / ethyl-1-propenyl ether / H₂O; tetrahydrofuran; 2-methyl-propan-2-ol / 6 h / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; mercury(II) perchlorate; 2-methyl-but-2-ene; 2-methylcyclohexa-1,3-diene; tert.-butyl lithium; iodine(I) bromide; potassium carbonate; Dess-Martin periodane; calcium carbonate; palladium dihydroxide; ethyl-1-propenyl ether; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; pentane; 9.1: Dess-Martin oxidation;
DOI:10.1021/ol017273z