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

Base Information

Chemical Name:(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid benzyl ester
CAS No.:238753-87-2
Molecular Formula:C₃₇H₅₅NO₈
Molecular Weight:641.846
Hs Code.:

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

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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 benzyl ester

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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 benzyl ester

There total 6 articles about (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid benzyl 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: 75.0%

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

: 229981-04-8
(3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid

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

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In ethyl acetate; for 2h;
DOI:10.1055/s-1999-2765

Reference yield:

: 25047-67-0
n-heptyllithium

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 238753-84-9
(2R,3R)-2-Phenyl-decan-3-ol

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

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

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

3: HBr / acetic acid / 24 h / Heating

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

5: 75 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / ethyl acetate / 2 h

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