2,3,4-tri-O-benzyl-5-deoxy-5-(9-fluorenyl-methyloxycarbonylamino)-D-arabinitol

Base Information

Chemical Name:2,3,4-tri-O-benzyl-5-deoxy-5-(9-fluorenyl-methyloxycarbonylamino)-D-arabinitol
CAS No.:161418-70-8
Molecular Formula:C₄₁H₄₁NO₆
Molecular Weight:643.78
Hs Code.:

Synonyms:2,3,4-tri-O-benzyl-5-deoxy-5-(9-fluorenyl-methyloxycarbonylamino)-D-arabinitol

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Chemical Property of 2,3,4-tri-O-benzyl-5-deoxy-5-(9-fluorenyl-methyloxycarbonylamino)-D-arabinitol

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Technology Process of 2,3,4-tri-O-benzyl-5-deoxy-5-(9-fluorenyl-methyloxycarbonylamino)-D-arabinitol

There total 3 articles about 2,3,4-tri-O-benzyl-5-deoxy-5-(9-fluorenyl-methyloxycarbonylamino)-D-arabinitol 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: 95.0%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: (2R,3R,4R)-5-Amino-2,3,4-tris-benzyloxy-pentan-1-ol

: 161418-70-8
2,3,4-tri-O-benzyl-5-deoxy-5-(9-fluorenyl-methyloxycarbonylamino)-D-arabinitol

Guidance literature:: In tetrahydrofuran; at 0 ℃;
DOI:10.1016/S0008-6215(99)00253-0

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
D-arabinofuranose

: 161418-70-8
2,3,4-tri-O-benzyl-5-deoxy-5-(9-fluorenyl-methyloxycarbonylamino)-D-arabinitol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) TrCl, 2.) Ac₂O, pyridine, 3.) 70 percent aq. AcOH, 4.) MsCl, pyridine, 5.) NaN₃, DMSO, 6.) NaOMe

2: 1.) NaBH₄, 2.) TrCl, pyridine, 3.) NaH, 4.) 70 percent aq. AcOH, 5.) LiAlH₄

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; sodium methylate; acetic anhydride; trityl chloride; sodium hydride; acetic acid; dimethyl sulfoxide; methanesulfonyl chloride;
DOI:10.1016/S0040-4039(00)73128-5

Reference yield:

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 100-39-0
benzyl bromide

: 5-azido-5-deoxy-D-arabinofuranose

: 161418-70-8
2,3,4-tri-O-benzyl-5-deoxy-5-(9-fluorenyl-methyloxycarbonylamino)-D-arabinitol

Guidance literature:: With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; trityl chloride; sodium hydride; acetic acid; Yield given. Multistep reaction;
DOI:10.1016/S0040-4039(00)73128-5