(2S,3R)-2-{(S)-2-[(2R,3R,4R,5R)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-3-hydroxy-2,4-dimethyl-octadecanoylamino]-3-methyl-butyrylamino}-3-hydroxy-butyric acid benzyl ester

Base Information

Chemical Name:(2S,3R)-2-{(S)-2-[(2R,3R,4R,5R)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-3-hydroxy-2,4-dimethyl-octadecanoylamino]-3-methyl-butyrylamino}-3-hydroxy-butyric acid benzyl ester
CAS No.:350817-21-9
Molecular Formula:C₅₁H₈₁N₃O₁₁
Molecular Weight:912.218
Hs Code.:

(2S,3R)-2-{(S)-2-[(2R,3R,4R,5R)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-3-hydroxy-2,4-dimethyl-octadecanoylamino]-3-methyl-butyrylamino}-3-hydroxy-butyric acid benzyl ester

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Chemical Property of (2S,3R)-2-{(S)-2-[(2R,3R,4R,5R)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-3-hydroxy-2,4-dimethyl-octadecanoylamino]-3-methyl-butyrylamino}-3-hydroxy-butyric acid benzyl ester

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Technology Process of (2S,3R)-2-{(S)-2-[(2R,3R,4R,5R)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-3-hydroxy-2,4-dimethyl-octadecanoylamino]-3-methyl-butyrylamino}-3-hydroxy-butyric acid benzyl ester

There total 4 articles about (2S,3R)-2-{(S)-2-[(2R,3R,4R,5R)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-3-hydroxy-2,4-dimethyl-octadecanoylamino]-3-methyl-butyrylamino}-3-hydroxy-butyric 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: 55.0%

: H-Val-Thr-OBn

: 350817-20-8
(2R,3R,4R,5R)-5-[ ((2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoyl)oxy]-3-hydroxy-2,4-dimethyloctadecanoic acid

: 350817-21-9
(2S,3R)-2-{(S)-2-[(2R,3R,4R,5R)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-3-hydroxy-2,4-dimethyl-octadecanoylamino]-3-methyl-butyrylamino}-3-hydroxy-butyric acid benzyl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide;
DOI:10.1055/s-2001-13382

Reference yield:

: (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-tetradecyl ester

: 350817-21-9
(2S,3R)-2-{(S)-2-[(2R,3R,4R,5R)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-3-hydroxy-2,4-dimethyl-octadecanoylamino]-3-methyl-butyrylamino}-3-hydroxy-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / -78 °C

2: 85 percent / O₃; Ph₃P / -78 °C

3: 100 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

4: 55 percent / DCC; HOBt

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; benzotriazol-1-ol; ozone; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; water; tert-butyl alcohol; 1: Roush asymmetric alkylation;
DOI:10.1055/s-2001-13382

Reference yield:

: 350817-34-4
(S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

: 350817-21-9
(2S,3R)-2-{(S)-2-[(2R,3R,4R,5R)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-3-hydroxy-2,4-dimethyl-octadecanoylamino]-3-methyl-butyrylamino}-3-hydroxy-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

2: 55 percent / DCC; HOBt

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1055/s-2001-13382