(2R)-methyl 2-[(4R,5S)-(5-benzyloxy-3-tert-butoxycarbonylamino-2,2-dioxide-1,2,3-oxathiazine-tetrahydro-4-yl)-2-benzyl-(methyl)amino]acetate

Base Information

Chemical Name:(2R)-methyl 2-[(4R,5S)-(5-benzyloxy-3-tert-butoxycarbonylamino-2,2-dioxide-1,2,3-oxathiazine-tetrahydro-4-yl)-2-benzyl-(methyl)amino]acetate
CAS No.:1383254-06-5
Molecular Formula:C₂₆H₃₄N₂O₈S
Molecular Weight:534.631
Hs Code.:

(2R)-methyl 2-[(4R,5S)-(5-benzyloxy-3-tert-butoxycarbonylamino-2,2-dioxide-1,2,3-oxathiazine-tetrahydro-4-yl)-2-benzyl-(methyl)amino]acetate

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Chemical Property of (2R)-methyl 2-[(4R,5S)-(5-benzyloxy-3-tert-butoxycarbonylamino-2,2-dioxide-1,2,3-oxathiazine-tetrahydro-4-yl)-2-benzyl-(methyl)amino]acetate

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Technology Process of (2R)-methyl 2-[(4R,5S)-(5-benzyloxy-3-tert-butoxycarbonylamino-2,2-dioxide-1,2,3-oxathiazine-tetrahydro-4-yl)-2-benzyl-(methyl)amino]acetate

There total 5 articles about (2R)-methyl 2-[(4R,5S)-(5-benzyloxy-3-tert-butoxycarbonylamino-2,2-dioxide-1,2,3-oxathiazine-tetrahydro-4-yl)-2-benzyl-(methyl)amino]acetate 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:

: 24424-99-5
di-tert-butyl dicarbonate

: C₂₁H₂₆N₂O₆S

: 1383254-06-5
(2R)-methyl 2-[(4R,5S)-(5-benzyloxy-3-tert-butoxycarbonylamino-2,2-dioxide-1,2,3-oxathiazine-tetrahydro-4-yl)-2-benzyl-(methyl)amino]acetate

Guidance literature:: With dmap; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1021/jo300468j

Reference yield:

: 1383253-90-4
(S)-(5-oxo-2,5-dihydrofuran-2-yl)methyl sulfamate

: 1383254-06-5
(2R)-methyl 2-[(4R,5S)-(5-benzyloxy-3-tert-butoxycarbonylamino-2,2-dioxide-1,2,3-oxathiazine-tetrahydro-4-yl)-2-benzyl-(methyl)amino]acetate

Guidance literature:: Multi-step reaction with 5 steps

1: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; [bis(acetoxy)iodo]benzene; magnesium oxide / acetonitrile / 2 h / Reflux

2: N,N-dimethyl acetamide / 1 h / 20 °C / Inert atmosphere

3: methanol / 96 h / 20 °C

4: trifluorormethanesulfonic acid / dichloromethane; cyclohexane / 4 h

5: dmap; triethylamine / N,N-dimethyl-formamide / 4 h / 20 °C

With dmap; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; trifluorormethanesulfonic acid; [bis(acetoxy)iodo]benzene; magnesium oxide; triethylamine; In methanol; dichloromethane; N,N-dimethyl acetamide; cyclohexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo300468j

Reference yield:

: C₁₄H₂₀N₂O₆S

: 1383254-06-5
(2R)-methyl 2-[(4R,5S)-(5-benzyloxy-3-tert-butoxycarbonylamino-2,2-dioxide-1,2,3-oxathiazine-tetrahydro-4-yl)-2-benzyl-(methyl)amino]acetate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluorormethanesulfonic acid / dichloromethane; cyclohexane / 4 h

2: dmap; triethylamine / N,N-dimethyl-formamide / 4 h / 20 °C

With dmap; trifluorormethanesulfonic acid; triethylamine; In dichloromethane; cyclohexane; N,N-dimethyl-formamide;
DOI:10.1021/jo300468j