3-Adamantan-1-yl-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

Base Information

Chemical Name:3-Adamantan-1-yl-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester
CAS No.:536739-80-7
Molecular Formula:C₄₀H₄₈O₅
Molecular Weight:608.818
Hs Code.:

Synonyms:3-Adamantan-1-yl-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

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Chemical Property of 3-Adamantan-1-yl-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

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Technology Process of 3-Adamantan-1-yl-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

There total 4 articles about 3-Adamantan-1-yl-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl 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: 93.0%

: 16269-16-2
3-(1-adamantyl)propanoic acid

: 102208-53-7
(3R,4R,5R)-5-hydroxy-3,4,6-tribenzyloxy-1-hexene

: 536739-80-7
3-Adamantan-1-yl-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/ol034363q

Reference yield:

: 770-71-8
1-adamantanemethanol

: 536739-80-7
3-Adamantan-1-yl-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Dess-Martin periodinane / CH₂Cl₂

2: benzene / 8 h

3: 89 percent / H₂ / Pd/C / ethyl acetate / 12 h / 2585.74 Torr

4: 93 percent / DCC; 4-DMAP / CH₂Cl₂

With dmap; hydrogen; Dess-Martin periodane; dicyclohexyl-carbodiimide; palladium on activated charcoal; In dichloromethane; ethyl acetate; benzene; 2: Wittig olefination;
DOI:10.1021/jo040254t

Reference yield:

: 2094-74-8
1-Adamantanecarbaldehyde

: 536739-80-7
3-Adamantan-1-yl-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: benzene / 8 h

2: 89 percent / H₂ / Pd/C / ethyl acetate / 12 h / 2585.74 Torr

3: 93 percent / DCC; 4-DMAP / CH₂Cl₂

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In dichloromethane; ethyl acetate; benzene; 1: Wittig olefination;
DOI:10.1021/jo040254t