(3aR)-6t-benzyloxycarbonylamino-7c-[2-benzyloxycarbonylamino-O⁶-(toluene-4-sulfonyl)-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-O⁶-(toluene-4-sulfonyl)-α-D-ribo-2,3-dideoxy-hexopyranosyloxy]-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one
• CAS No.: 73488-30-9
• Molecular Formula: C₃₆H₄₁N₃O₁₃S
• Molecular Weight: 755.8
• Mol file: 73488-30-9.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR)-6t-benzyloxycarbonylamino-7c-[2-benzyloxycarbonylamino-O⁶-(toluene-4-sulfonyl)-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-O⁶-(toluene-4-sulfonyl)-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) + p-toluenesulfonyl chloride (98-59-9) → (3aR)-6t-benzyloxycarbonylamino-7c-[2-benzyloxycarbonylamino-O6-(toluene-4-sulfonyl)-α-D-ribo-2,3-dideoxy-hexopyranosyloxy]-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one (73488-30-9)

Guidance literature:

Multistep reaction; (i) NaH, DMF, (ii) AcOH, (iii) /BRN= 607898/, Py;

DOI:10.7164/antibiotics.32.1137

Reference yield:

(3aR)-6t-benzyloxycarbonylamino-7c-[2-benzyloxycarbonylamino-O6-(toluene-4-sulfonyl)-α-D-ribo-2,3-dideoxy-hexopyranosyloxy]-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one (73488-30-9) → (3aR)-7c-(6-azido-2-benzyloxycarbonylamino-α-D-ribo-2,3,6-trideoxy-hexopyranosyloxy)-6t-benzyloxycarbonylamino-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one

Guidance literature:

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

DOI:10.7164/antibiotics.32.1137

Reference yield:

(3aR)-6t-benzyloxycarbonylamino-7c-[2-benzyloxycarbonylamino-O6-(toluene-4-sulfonyl)-α-D-ribo-2,3-dideoxy-hexopyranosyloxy]-4c-hydroxy-(3ar,7ac)-hexahydro-benzooxazol-2-one (73488-30-9) → (3aR)-7c-(6-azido-2-benzyloxycarbonylamino-α-D-ribo-2,3,6-trideoxy-hexopyranosyloxy)-6t-benzyloxycarbonylamino-4c-hydroxy-3-methyl-(3ar,7ac)-hexahydro-benzooxazol-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: NaN₃ / dimethylformamide

2: BaO, Ba(OH)2*H₂O / dimethylformamide

With barium dihydroxide; sodium azide; 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

p-toluenesulfonyl chloride