(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

Base Information

• Chemical Name: (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
• CAS No.: 73488-23-0
• Molecular Formula: C₃₄H₄₃N₃O₁₁
• Molecular Weight: 669.729

Synonyms:

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (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

There total 1 articles about (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 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:

(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

Reference yield:

(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) → (3aR)-7c-(6-azido-2-benzyloxycarbonylamino-α-D-ribo-2,3,6-trideoxy-hexopyranosyloxy)-6t-benzyloxycarbonylamino-4c-methoxy-3-methyl-(3ar,7ac)-hexahydro-benzooxazol-2-one

Guidance literature:

Multi-step reaction with 3 steps

1: (i) NH₃, MeOH, (ii) aq. AcOH, acetone

2: Py

3: NaN₃ / dimethylformamide

With pyridine; sodium azide; In N,N-dimethyl-formamide;

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-methoxy-3-methyl-(3ar,7ac)-hexahydro-benzooxazol-2-one (73488-23-0) → (3aR)-6t-benzyloxycarbonylamino-7c-[2-benzyloxycarbonylamino-O6-(toluene-4-sulfonyl)-α-D-ribo-2,3-dideoxy-hexopyranosyloxy]-4c-methoxy-3-methyl-(3ar,7ac)-hexahydro-benzooxazol-2-one (73488-25-2)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) NH₃, MeOH, (ii) aq. AcOH, acetone

2: Py

With pyridine;

DOI:10.7164/antibiotics.32.1137

upstream raw materials:

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

methyl iodide

Downstream raw materials:

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

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