(3aR)-6t-benzyloxycarbonylamino-7c-(2-benzyloxycarbonylamino-O⁴,O⁶-isopropylidene-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one

Base Information

• Chemical Name: (3aR)-6t-benzyloxycarbonylamino-7c-(2-benzyloxycarbonylamino-O⁴,O⁶-isopropylidene-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one
• CAS No.: 73488-22-9
• Molecular Formula: C₃₂H₃₉N₃O₁₁
• Molecular Weight: 641.675

Synonyms:

Chemical Property of (3aR)-6t-benzyloxycarbonylamino-7c-(2-benzyloxycarbonylamino-O⁴,O⁶-isopropylidene-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one

Chemical Property:

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Useful:

Technology Process of (3aR)-6t-benzyloxycarbonylamino-7c-(2-benzyloxycarbonylamino-O⁴,O⁶-isopropylidene-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one

There total 1 articles about (3aR)-6t-benzyloxycarbonylamino-7c-(2-benzyloxycarbonylamino-O⁴,O⁶-isopropylidene-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one 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:

(1S)-2t,6t-bis-benzyloxycarbonylamino-4c-(2-benzyloxycarbonylamino-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-cyclohexane-1r,3t-diol (73488-20-7) + 2,2-dimethoxy-propane (77-76-9) → (3aR)-6t-benzyloxycarbonylamino-7c-(2-benzyloxycarbonylamino-O4,O6-isopropylidene-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one (73488-22-9)

Guidance literature:

Multistep reaction; (i) NaH, DMF, (ii) AcOH, (iii) /BRN= 635678/, TsOH, DMF;

DOI:10.7164/antibiotics.32.1137

Reference yield:

(3aR)-6t-benzyloxycarbonylamino-7c-(2-benzyloxycarbonylamino-O4,O6-isopropylidene-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one (73488-22-9) + methyl iodide (74-88-4) → (3aR)-6t-benzyloxycarbonylamino-7c-(2-benzyloxycarbonylamino-O4,O6-isopropylidene-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-4c-methoxy-3-methyl-(3ar,7ac)-hexahydro-benzooxazol-2-one (73488-23-0)

Guidance literature:

With barium dihydroxide; barium(II) oxide; In N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.32.1137

upstream raw materials:

(1S)-2t,6t-bis-benzyloxycarbonylamino-4c-(2-benzyloxycarbonylamino-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-cyclohexane-1r,3t-diol

2,2-dimethoxy-propane

Downstream raw materials:

(3aR)-6t-benzyloxycarbonylamino-7c-(2-benzyloxycarbonylamino-O⁴,O⁶-isopropylidene-α-D-ribo-2,3-dideoxy-hexopyranosyloxy)-4c-methoxy-3-methyl-(3ar,7ac)-hexahydro-benzooxazol-2-one

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