(2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic acid

Base Information

Chemical Name:(2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic acid
CAS No.:862473-19-6
Molecular Formula:C₄₈H₅₅N₃O₁₀
Molecular Weight:833.979
Hs Code.:

(2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic acid

Synonyms:(2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic acid

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Chemical Property of (2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic acid

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Technology Process of (2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic acid

There total 5 articles about (2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic 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:

: 862473-08-3
(4S,1'S)-2,2-dimethyl-4-[1'-(2''-oxoethyl)allyl]oxazolidine-3-carboxylic acid tert-butyl ester

: 862473-19-6
(2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / sodium triacetoxyborohydride / tetrahydrofuran / 15 h / 20 °C

2: 97 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 3 h / 20 °C

3: 73 percent / Jones reagent / acetone / 3 h / 20 °C

With jones reagent; sodium tris(acetoxy)borohydride; sodium carbonate; In tetrahydrofuran; water; acetone; 3: Jones oxidation;
DOI:10.1021/jo050736k

Reference yield:

: 862473-15-2
(4S,1'S,1'''S)-4-{1'-[2''-(1'''-benzyloxycarbonyl-5'''-benzyloxycarbonylamino-pentylamino)ethyl]allyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 862473-19-6
(2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 3 h / 20 °C

2: 73 percent / Jones reagent / acetone / 3 h / 20 °C

With jones reagent; sodium carbonate; In tetrahydrofuran; water; acetone; 2: Jones oxidation;
DOI:10.1021/jo050736k

Reference yield:

: 134525-18-1,131713-27-4,144070-31-5,149406-02-0
(2E',4S)-4-(2'-ethoxycarbonyl-vinyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 862473-19-6
(2S,3S,1''S)-3-{2'-[(1''-benzyloxycarbonyl-5''-benzyloxycarbonylaminopentyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]ethyl}-2-tert-butoxycarbonylaminopent-4-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / trimethylsilyl chloride / tetrahydrofuran / -78 - 20 °C

2: 97 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 20 °C

3: 95 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

4: 85 percent / sodium triacetoxyborohydride / tetrahydrofuran / 15 h / 20 °C

5: 97 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 3 h / 20 °C

6: 73 percent / Jones reagent / acetone / 3 h / 20 °C

With lithium aluminium tetrahydride; chloro-trimethyl-silane; jones reagent; oxalyl dichloride; sodium tris(acetoxy)borohydride; sodium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; acetone; 1: Michael addition / 3: Swern oxidation / 6: Jones oxidation;
DOI:10.1021/jo050736k