benzoxazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:benzoxazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:421593-88-6
Molecular Formula:C₃₆H₃₅NO₇S
Molecular Weight:625.742
Hs Code.:

Synonyms:benzoxazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzoxazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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Technology Process of benzoxazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

There total 1 articles about benzoxazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 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: 89.0%

: 68681-00-5
3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

: 2382-96-9,118090-08-7
2-sulfanyl-1,3-benzoxazole

: 421593-88-6
benzoxazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With mercury dibromide; In acetonitrile; at 60 ℃; for 4h;
DOI:10.1016/S0008-6215(01)00306-8

Reference yield:

: 421593-88-6
benzoxazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 421593-89-7
benzoxazol-2-yl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 2h;
DOI:10.1016/S0008-6215(01)00306-8

Reference yield:

: 421593-88-6
benzoxazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: methyl 6,2'-O-(m-xylyl)-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium methoxide / methanol / 2 h / 20 °C

2.1: 76 percent / 15-crown-5; NaH / CH₂Cl₂ / 16 h

3.1: dibutyltin oxide / toluene / 3 h / Heating

3.2: 81 percent / tetrabutylammonium iodide / toluene / 10 h / 20 °C

4.1: trimethylsilyl trifluoromethanesulfonate; N-iodosuccinimide / CH₂Cl₂ / 0.33 h / 20 °C

With N-iodo-succinimide; 15-crown-5; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; di(n-butyl)tin oxide; In methanol; dichloromethane; toluene;
DOI:10.1016/S0008-6215(01)00306-8