(S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid

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Chemical Name:(S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid
CAS No.:700819-61-0
Molecular Formula:C₃₇H₄₄N₄O₁₅S₂
Molecular Weight:848.906
Hs Code.:

(S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid

Synonyms:(S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid

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Chemical Property of (S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid

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Technology Process of (S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid

There total 8 articles about (S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic 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: 75.0%

: 700819-57-4
(S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid allyl ester

: 700819-61-0
(S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid

Guidance literature:: With phenylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1246/cl.2004.468

Reference yield:

: 115141-23-6
1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 700819-61-0
(S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 97 percent / acetic acid; H₂O; tetrahydrofuran / 2 h / 20 °C

2: 98 percent / triphenylphosphine; DEAD / tetrahydrofuran / 16 h / 0 - 20 °C

3: TFA / 1 h / 20 °C

4: potassium carbonate / methanol / 4 h / 20 °C

5: silver carbonate / dimethylformamide / 3 h / 20 °C

6: pTsOH / 24 h / 20 °C

7: 98 percent / triphenylphosphine; DEAD / tetrahydrofuran / 4 h / Heating

8: 75 percent / PhSiH₃ / (Ph₃P)4Pd⁽⁰⁾ / CH₂Cl₂ / 6 h / 20 °C

With phenylsilane; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; silver carbonate; trifluoroacetic acid; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; 2: Mitsunobu condensation / 7: Mitsunobu condensation;
DOI:10.1246/cl.2004.468

Reference yield:

: 561017-53-6
1-deoxy-1-hydroxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 700819-61-0
(S)-2-[((3aS,4S,6R,6aR)-6-{[((S)-1-tert-Butoxycarbonyl-ethyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / triphenylphosphine; DEAD / tetrahydrofuran / 16 h / 0 - 20 °C

2: TFA / 1 h / 20 °C

3: potassium carbonate / methanol / 4 h / 20 °C

4: silver carbonate / dimethylformamide / 3 h / 20 °C

5: pTsOH / 24 h / 20 °C

6: 98 percent / triphenylphosphine; DEAD / tetrahydrofuran / 4 h / Heating

7: 75 percent / PhSiH₃ / (Ph₃P)4Pd⁽⁰⁾ / CH₂Cl₂ / 6 h / 20 °C

With phenylsilane; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; silver carbonate; trifluoroacetic acid; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu condensation / 6: Mitsunobu condensation;
DOI:10.1246/cl.2004.468