benzyl 4-azido-2-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-gulopyranoside

Base Information

Chemical Name:benzyl 4-azido-2-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-gulopyranoside
CAS No.:174151-37-2
Molecular Formula:C₂₁H₂₄N₄O₅
Molecular Weight:412.445
Hs Code.:

Synonyms:benzyl 4-azido-2-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-gulopyranoside

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Chemical Property of benzyl 4-azido-2-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-gulopyranoside

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Technology Process of benzyl 4-azido-2-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-gulopyranoside

There total 8 articles about benzyl 4-azido-2-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-gulopyranoside 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: 70.0%

: 174151-36-1
benzyl 3,4-anhydro-2-benzyloxycarbonylamino-2,6-dideoxy-α-D-alloppyranoside

: 174151-38-3
benzyl 3-azido-2-benzyloxycarbonylamino-2,3,6-trideoxy-α-D-glucopyranoside

: 174151-37-2
benzyl 4-azido-2-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-gulopyranoside

Guidance literature:: With sodium azide; ammonium chloride; In ethanol; water; for 22h; Heating;
DOI:10.1016/0008-6215(95)00291-X

Reference yield:

: 2864-17-7
benzyl O⁴,O⁶-(R)-benzylidene-2-benzyloxycarbonylamino-O³-methanesulfonyl-α-D-2-deoxy-glucopyranoside

: 174151-37-2
benzyl 4-azido-2-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-gulopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 41 percent / BaCO₃, NBS / CCl₄; various solvent(s) / 2 h / Heating

2: 84 percent / tributyltin hydride, α,α'-azobisisobutyronitrile / benzene / 3 h / Heating

3: K₂CO₃ / methanol / 4 h / Ambient temperature

4: NaH / tetrahydrofuran

5: 70 percent / NaN₃, NH₄Cl / ethanol; H₂O / 22 h / Heating

With N-Bromosuccinimide; sodium azide; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; ammonium chloride; barium carbonate; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; water; benzene;
DOI:10.1016/0008-6215(95)00291-X

Reference yield:

: 131085-43-3
benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-α-D-erythro-hex-3-enopyranoside

: 174151-37-2
benzyl 4-azido-2-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-gulopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 12 h / Ambient temperature

2: 70 percent / NaN₃, NH₄Cl / ethanol; H₂O / 22 h / Heating

With sodium azide; ammonium chloride; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; water;
DOI:10.1016/0008-6215(95)00291-X