(3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hex-5-enoic acid (S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-allyl ester

Base Information

Chemical Name:(3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hex-5-enoic acid (S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-allyl ester
CAS No.:412908-65-7
Molecular Formula:C₃₇H₄₈O₅Si
Molecular Weight:600.871
Hs Code.:

Synonyms:(3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hex-5-enoic acid (S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-allyl ester

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Chemical Property of (3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hex-5-enoic acid (S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-allyl ester

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Technology Process of (3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hex-5-enoic acid (S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-allyl ester

There total 13 articles about (3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hex-5-enoic acid (S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-allyl 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: 94.0%

: 200199-15-1
(3S,4R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-pent-1-en-3-ol

: 412909-38-7
(3R,4S)-3-(4-methoxybenzyloxy)-4-methylhex-5-enoic acid

: 412908-65-7
(3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hex-5-enoic acid (S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-allyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0040-4039(01)02078-0

Reference yield:

: 412908-67-9
(3R,4S)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-ol

: 412908-65-7
(3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hex-5-enoic acid (S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-allyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: BF₃*Et₂O / cyclohexane; CH₂Cl₂ / 0 °C

2.1: 9-BBN / tetrahydrofuran / 65 °C

2.2: 30 percent H₂O₂; 15 percent NaOH / 0 °C

3.1: Et₃N / CH₂Cl₂ / 20 °C

4.1: TBAF / tetrahydrofuran / 20 °C

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

6.1: tetrahydrofuran / -78 - 0 °C

7.1: PPTS / methanol; tetrahydrofuran

8.1: Jones reagent / acetone / 0 °C

9.1: 94 percent / DCC; DMAP / CH₂Cl₂ / 4 h / 20 °C

With dmap; 9-borabicyclo[3.3.1]nonane dimer; jones reagent; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; Dess-Martin periodane; triethylamine; dicyclohexyl-carbodiimide; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; acetone; 6.1: Wittig olefination;
DOI:10.1016/S0040-4039(01)02078-0

Reference yield:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 412908-65-7
(3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hex-5-enoic acid (S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / -78 - 20 °C

2: 94 percent / DCC; DMAP / CH₂Cl₂ / 4 h / 20 °C

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(01)02078-0