ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate

Base Information

Chemical Name:ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate
CAS No.:478623-18-6
Molecular Formula:C₁₉H₂₉NO₇
Molecular Weight:383.442
Hs Code.:

Synonyms:ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate

Suppliers and Price of ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate

There total 4 articles about ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate 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: 60.0%

: 478623-17-5
ethyl (2E,4R)-4-(tert-butoxycarbonyl)amino-5-(4-methoxyphenyl)pent-2-enoate

: 478623-18-6
ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate

Guidance literature:: With potassium osmate(VI); AD-mix-α; Hydroquinone 1,4-phthalazinediyl diether; In tert-butyl alcohol; at 20 ℃; for 18h;
DOI:10.1055/s-2002-33904

Reference yield:

: 94790-24-6
(2R)-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionic acid methyl ester

: 478623-18-6
ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / LiBH₄ / diethyl ether; methanol / 5 h / Heating

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.25 h / -45 - 0 °C

3: 1.35 g / benzene / 15 h / 20 °C

4: 60 percent / AD-mix-α; (DHQ)2PHAL; aq. potassium osmate / 2-methyl-propan-2-ol / 18 h / 20 °C

With potassium osmate(VI); AD-mix-α; lithium borohydride; Hydroquinone 1,4-phthalazinediyl diether; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In methanol; diethyl ether; dichloromethane; tert-butyl alcohol; benzene; 2: Swern oxidation / 3: Wittig reaction / 4: Sharpless asymmetric dihydroxylation;
DOI:10.1055/s-2002-33904

Reference yield:

: 139183-60-1,120349-76-0
[(R)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

: 478623-18-6
ethyl (2R,3S,4R)-4-(tert-butoxycarbonyl)amino-2,3-dihydroxy-5-(4-methoxyphenyl)pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.35 g / benzene / 15 h / 20 °C

2: 60 percent / AD-mix-α; (DHQ)2PHAL; aq. potassium osmate / 2-methyl-propan-2-ol / 18 h / 20 °C

With potassium osmate(VI); AD-mix-α; Hydroquinone 1,4-phthalazinediyl diether; In tert-butyl alcohol; benzene; 1: Wittig reaction / 2: Sharpless asymmetric dihydroxylation;
DOI:10.1055/s-2002-33904