(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

Base Information

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 allyl ester
CAS No.:700819-57-4
Molecular Formula:C₄₀H₄₈N₄O₁₅S₂
Molecular Weight:888.971
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 allyl ester

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 allyl ester

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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 allyl ester

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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 allyl ester

There total 7 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 allyl 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: 98.0%

: 247167-06-2
o-NBS-Ala-OtBu

: 700819-53-0
(S)-2-[((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-3-phenyl-propionic acid allyl ester

: 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

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 4h; Heating;
DOI:10.1246/cl.2004.468

Reference yield:

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

: 700819-57-4
(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

Guidance literature:: Multi-step reaction with 7 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

With potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; silver carbonate; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; 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

: 700819-57-4
(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

Guidance literature:: Multi-step reaction with 6 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

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