(2S,3R)-4-(4-Benzyloxy-benzenesulfonyl)-3-benzyloxycarbonylamino-2-(2-oxo-ethyl)-butyric acid tert-butyl ester

Base Information

Chemical Name:(2S,3R)-4-(4-Benzyloxy-benzenesulfonyl)-3-benzyloxycarbonylamino-2-(2-oxo-ethyl)-butyric acid tert-butyl ester
CAS No.:761435-72-7
Molecular Formula:C₃₁H₃₅NO₈S
Molecular Weight:581.687
Hs Code.:

Synonyms:(2S,3R)-4-(4-Benzyloxy-benzenesulfonyl)-3-benzyloxycarbonylamino-2-(2-oxo-ethyl)-butyric acid tert-butyl ester

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Chemical Property of (2S,3R)-4-(4-Benzyloxy-benzenesulfonyl)-3-benzyloxycarbonylamino-2-(2-oxo-ethyl)-butyric acid tert-butyl ester

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Technology Process of (2S,3R)-4-(4-Benzyloxy-benzenesulfonyl)-3-benzyloxycarbonylamino-2-(2-oxo-ethyl)-butyric acid tert-butyl ester

There total 6 articles about (2S,3R)-4-(4-Benzyloxy-benzenesulfonyl)-3-benzyloxycarbonylamino-2-(2-oxo-ethyl)-butyric acid tert-butyl 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: 36.0%

: 761435-51-2
(S)-2-[(R)-2-(4-Benzyloxy-benzenesulfonyl)-1-benzyloxycarbonylamino-ethyl]-pent-4-enoic acid tert-butyl ester

: 761435-72-7
(2S,3R)-4-(4-Benzyloxy-benzenesulfonyl)-3-benzyloxycarbonylamino-2-(2-oxo-ethyl)-butyric acid tert-butyl ester

Guidance literature:: With ozone; phosphorous acid trimethyl ester; In dichloromethane;
DOI:10.1016/j.bmcl.2004.06.049

Reference yield:

: 146398-01-8
(R)-4-hydroxy-2-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

: 761435-72-7
(2S,3R)-4-(4-Benzyloxy-benzenesulfonyl)-3-benzyloxycarbonylamino-2-(2-oxo-ethyl)-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / TEA / CH₂Cl₂

2: 60 percent / NaH / dimethylformamide / 20 °C

3: 95 percent / K₂CO₃ / dimethylformamide

4: 90 percent / LDA / tetrahydrofuran

5: 90 percent / Oxone / methanol; H₂O

6: 36 percent / O₃; P(OMe)3 / CH₂Cl₂

With Oxone; TEA; sodium hydride; potassium carbonate; ozone; lithium diisopropyl amide; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.06.049

Reference yield:

: 71449-08-6
(2R)-2-{[(benzyloxy)carbonyl]amino}-4-tert-butoxy-4-oxobutanoic acid

: 761435-72-7
(2S,3R)-4-(4-Benzyloxy-benzenesulfonyl)-3-benzyloxycarbonylamino-2-(2-oxo-ethyl)-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 60 percent / BH₃ / tetrahydrofuran

2: 97 percent / TEA / CH₂Cl₂

3: 60 percent / NaH / dimethylformamide / 20 °C

4: 95 percent / K₂CO₃ / dimethylformamide

5: 90 percent / LDA / tetrahydrofuran

6: 90 percent / Oxone / methanol; H₂O

7: 36 percent / O₃; P(OMe)3 / CH₂Cl₂

With Oxone; TEA; borane; sodium hydride; potassium carbonate; ozone; lithium diisopropyl amide; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.06.049