Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside

Base Information

Chemical Name:Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside
CAS No.:156520-27-3
Molecular Formula:C₃₁H₃₅NO₇
Molecular Weight:533.621
Hs Code.:

Synonyms:Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside

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Chemical Property of Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside

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Technology Process of Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside

There total 14 articles about Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside 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: 79.0%

: 156520-26-2
Benzyl 2-allyloxycarbonylamino-3-O-benzyl-4,6-O-benzylidene-2-desoxy-β-D-glucopyranoside

: 156520-27-3
Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; 4 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; toluene; for 1h;

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 156520-27-3
Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / trimethylsilyl triflate / CH₂Cl₂ / 2 h / Ambient temperature

2: conc. aq. HCl / acetone / 2.5 h

3: camphorsulfonic acid / 2 h

4: 92 percent / 55percent NaH / dimethylformamide / 16 h / Ambient temperature

5: 84 percent / 50percent acetic acid / 2 h / Heating

6: 1.) bis(tributyltin) oxide, 2.) tetrabutylammonium iodide / 1.) toluene, reflux 2 h, 2.) reflux, 5 h

7: hydrazine hydrate / ethanol / 5 h / Heating

8: tetrahydrofuran / 16 h / Ambient temperature

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; hydrazine hydrate; acetic acid; bis(tri-n-butyltin)oxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 156520-27-3
Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: p-CH₃-C₆H₄-SO₃H / dimethylformamide

2: 77 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 14 h / Ambient temperature

3: 79 percent / 4 Angstroem sieve, NaBH₃CN, HCl / toluene; tetrahydrofuran; diethyl ether / 1 h

With hydrogenchloride; barium dihydroxide; 4 A molecular sieve; sodium cyanoborohydride; toluene-4-sulfonic acid; barium(II) oxide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene;