(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

Base Information

Chemical Name:(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid
CAS No.:238753-88-3
Molecular Formula:C₃₀H₄₉NO₈
Molecular Weight:551.721
Hs Code.:

Synonyms:(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

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Chemical Property of (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

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Technology Process of (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

There total 8 articles about (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic 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: 98.0%

: 238753-87-2
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid benzyl ester

: 238753-88-3
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; at 20 ℃; for 2h;
DOI:10.1055/s-1999-2765

Reference yield:

: 25047-67-0
n-heptyllithium

: 238753-88-3
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 60 percent / 15-crown-5 / diethyl ether / 2 h / -78 °C

2: 90 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

3: NaIO₄; RuCl₃; H₂₀ / CCl₄; acetonitrile / 24 h / 20 °C

4: HBr / acetic acid / 24 h / Heating

5: 63 percent / Ti(O-i-Pr)4 / 12 h / 120 °C

6: 75 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / ethyl acetate / 2 h

7: 98 percent / H₂ / Pd(OH)2 / ethanol / 2 h / 20 °C

With titanium(IV) isopropylate; dmap; ruthenium trichloride; sodium periodate; 15-crown-5; 2,4,6-trichlorobenzoyl chloride; water; hydrogen bromide; hydrogen; triethylamine; palladium dihydroxide; In tetrachloromethane; diethyl ether; ethanol; dichloromethane; acetic acid; ethyl acetate; acetonitrile; 1: Addition / 2: Acetylation / 3: Oxidation / 4: Esterification / 5: Esterification / 6: Esterification / 7: Hydrogenolysis;
DOI:10.1055/s-1999-2765

Reference yield:

: 178113-54-7
benzyl (2S,3R)-3-hydroxy-2-methyldecanoate

: 238753-88-3
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / ethyl acetate / 2 h

2: 98 percent / H₂ / Pd(OH)2 / ethanol / 2 h / 20 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; hydrogen; triethylamine; palladium dihydroxide; In ethanol; ethyl acetate; 1: Esterification / 2: Hydrogenolysis;
DOI:10.1055/s-1999-2765