(7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

Base Information

Chemical Name:(7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate
CAS No.:1352404-14-8
Molecular Formula:C₃₃H₄₆O₈
Molecular Weight:570.723
Hs Code.:

Synonyms:(7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

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Chemical Property of (7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

Chemical Property:

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Technology Process of (7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

There total 8 articles about (7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate 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: 32.0%

: erythro-methyl 7,8-dihydroxytetradecanoate

: 26164-26-1
(S)-2-methoxy-2-phenylacetic acid

: 1352404-14-8
(7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

: 1352404-40-0
(7S,8R)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1016/j.tetasy.2011.08.027

Reference yield:

: 4286-55-9
1-bromo-6-hexanol

: 1352404-14-8
(7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

: 1352404-40-0
(7S,8R)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: toluene-4-sulfonic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexanes / 2.5 h / -40 °C / Inert atmosphere

2.2: 24.25 h / -40 - 20 °C

2.3: Saturated solution

3.1: hydrogen / ethyl acetate / 0.5 h / 20 °C

4.1: methanol; toluene-4-sulfonic acid / 2 h / 20 °C

5.1: Jones reagent / acetone / 0.33 h / 0 - 20 °C

6.1: methanol; diethyl ether / 1 h / 0 - 20 °C

7.1: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 210 h / 4 °C

7.2: 0.5 h / 4 - 20 °C

8.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C

With methanol; dmap; Jones reagent; n-butyllithium; methanesulfonamide; AD-mix-α; hydrogen; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; hexanes; diethyl ether; dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol; 7.1: Sharpless dihydroxylation;
DOI:10.1016/j.tetasy.2011.08.027

Reference yield:

: 40642-43-1
(Z)-tetradec-7-en-1-ol

: 1352404-14-8
(7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

: 1352404-40-0
(7S,8R)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: Jones reagent / acetone / 0.33 h / 0 - 20 °C

2.1: methanol; diethyl ether / 1 h / 0 - 20 °C

3.1: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 210 h / 4 °C

3.2: 0.5 h / 4 - 20 °C

4.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C

With dmap; Jones reagent; methanesulfonamide; AD-mix-α; dicyclohexyl-carbodiimide; In methanol; diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol; 3.1: Sharpless dihydroxylation;
DOI:10.1016/j.tetasy.2011.08.027