Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl ester

Base Information

Chemical Name:Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl ester
CAS No.:717916-77-3
Molecular Formula:C₃₅H₆₆O₆Si₂
Molecular Weight:639.076
Hs Code.:

Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl ester

Synonyms:Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl ester

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Chemical Property of Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl ester

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Technology Process of Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl ester

There total 11 articles about Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl 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: 100.0%

: 108-24-7
acetic anhydride

: 717916-67-1
(2S,3R,4S,5R,8S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(3,5-dimethoxy-4-methyl-phenyl)-2,4,8-trimethyl-nonan-5-ol

: 717916-77-3
Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl ester

Guidance literature:: With pyridine; dmap; at 20 ℃;
DOI:10.1039/b402391a

Reference yield:

: 35052-27-8
3,5-dimethoxy-4-methylphenylmethyl alcohol

: 717916-77-3
Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: NaH / tetrahydrofuran / 0 °C

2.1: 82 percent / NaI; BF₃*OEt₂ / acetonitrile / 20 °C

3.1: NaHMDS / tetrahydrofuran / -78 °C

4.1: LiAlH₄ / tetrahydrofuran / -78 - 0 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 20 °C

6.1: (R,R)-diisopropyl tartrate; 4 Angstroem molecular sieves / toluene / -78 °C

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

8.1: aq. OsO₄; NaIO₄ / tetrahydrofuran / 20 °C

9.1: n-BuLi / tetrahydrofuran / -78 °C

9.2: tetrahydrofuran

10.1: 100 percent / DMAP; pyridine / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; sodium iodide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1039/b402391a

Reference yield:

: 60441-79-4
methyl 3,5-dimethoxy-4-methylbenzoate

: 717916-77-3
Acetic acid (1R,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: LiAlH₄ / tetrahydrofuran / 40 °C

2.1: NaH / tetrahydrofuran / 0 °C

3.1: 82 percent / NaI; BF₃*OEt₂ / acetonitrile / 20 °C

4.1: NaHMDS / tetrahydrofuran / -78 °C

5.1: LiAlH₄ / tetrahydrofuran / -78 - 0 °C

6.1: Dess-Martin periodinane / CH₂Cl₂ / 20 °C

7.1: (R,R)-diisopropyl tartrate; 4 Angstroem molecular sieves / toluene / -78 °C

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

9.1: aq. OsO₄; NaIO₄ / tetrahydrofuran / 20 °C

10.1: n-BuLi / tetrahydrofuran / -78 °C

10.2: tetrahydrofuran

11.1: 100 percent / DMAP; pyridine / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; sodium iodide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1039/b402391a