(S)-3-Benzyloxycarbonylamino-N-[(3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxycarbonylmethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-succinamic acid tert-butyl ester

Base Information

Chemical Name:(S)-3-Benzyloxycarbonylamino-N-[(3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxycarbonylmethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-succinamic acid tert-butyl ester
CAS No.:679436-95-4
Molecular Formula:C₃₁H₄₄N₂O₁₂
Molecular Weight:636.697
Hs Code.:

(S)-3-Benzyloxycarbonylamino-N-[(3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxycarbonylmethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-succinamic acid tert-butyl ester

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Chemical Property of (S)-3-Benzyloxycarbonylamino-N-[(3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxycarbonylmethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-succinamic acid tert-butyl ester

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Technology Process of (S)-3-Benzyloxycarbonylamino-N-[(3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxycarbonylmethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-succinamic acid tert-butyl ester

There total 3 articles about (S)-3-Benzyloxycarbonylamino-N-[(3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxycarbonylmethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-succinamic 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:

: 493018-08-9
2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-benzylamino-β-D-gulo-3-octulofuranosonic acid methyl ester

: 679436-95-4
(S)-3-Benzyloxycarbonylamino-N-[(3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxycarbonylmethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate / 760.05 Torr

2: 730 mg / PyBOP; Et₃N / dimethylformamide / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.01.030

Reference yield:

: [(3aR,6S,6aR)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-dihydro-furo[3,4-d][1,3]dioxol-(4E)-ylidene]-acetic acid methyl ester

: 679436-95-4
(S)-3-Benzyloxycarbonylamino-N-[(3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxycarbonylmethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / 20 °C

2: H₂ / Pd/C / ethyl acetate / 760.05 Torr

3: 730 mg / PyBOP; Et₃N / dimethylformamide / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.01.030

Reference yield:

: 5545-52-8
Z-D(tBu)-OH

: 493018-21-6
[(3aR,6S,6aR)-4-Amino-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-acetic acid methyl ester

: 679436-95-4
(S)-3-Benzyloxycarbonylamino-N-[(3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxycarbonylmethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-succinamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.tet.2004.01.030