methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-formyl-α-D-mannopyranoside

Base Information

Chemical Name:methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-formyl-α-D-mannopyranoside
CAS No.:251456-66-3
Molecular Formula:C₂₄H₂₈O₇
Molecular Weight:428.482
Hs Code.:

Synonyms:methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-formyl-α-D-mannopyranoside

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Chemical Property of methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-formyl-α-D-mannopyranoside

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Technology Process of methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-formyl-α-D-mannopyranoside

There total 9 articles about methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-formyl-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: 100.0%

: 251456-64-1
Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-vinyl-tetrahydro-pyran-2-ylmethyl ester

: 251456-66-3
methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-formyl-α-D-mannopyranoside

Guidance literature:: With ozone; triphenylphosphine;
DOI:10.1016/S0040-4039(99)01604-4

Reference yield:

: 213594-43-5
1,6:3,4-dianhydro-2-O-benzyl-β-D-altropyranose

: 251456-66-3
methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-formyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 8 h / Heating

1.2: 104 mg / NaH / dimethylformamide / 2 h / 0 °C

2.1: trifluoroacetic acid

3.1: 73 mg / 4 Angstroem molecular sieves; trimethylsilyl triflate / CH₂Cl₂ / 0.75 h / 0 °C

4.1: O₃; CH₃OH / CH₂Cl₂ / -78 °C

4.2: 94 percent / (C₆H₅)3P / CH₂Cl₂ / 0.75 h / -78 - 20 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; ozone; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo020339z

Reference yield:

: 3868-04-0
1,6:3,4-dianhydro-β-D-altropyranose

: 251456-66-3
methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-formyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran

2.1: 412 mg / NaH / dimethylformamide / 2 h / 0 °C

3.1: trifluoroacetic acid

4.1: 73 mg / 4 Angstroem molecular sieves; trimethylsilyl triflate / CH₂Cl₂ / 0.75 h / 0 °C

5.1: O₃; CH₃OH / CH₂Cl₂ / -78 °C

5.2: 94 percent / (C₆H₅)3P / CH₂Cl₂ / 0.75 h / -78 - 20 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; ozone; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo020339z