3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide

Base Information

Chemical Name:3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide
CAS No.:211231-34-4
Molecular Formula:C₄₄H₄₇O₁₀P
Molecular Weight:766.825
Hs Code.:

3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide

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Chemical Property of 3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide

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Technology Process of 3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide

There total 7 articles about 3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide 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:

: 3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine

: 211231-34-4
3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -60 ℃; for 0.25h; Yield given;
DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 211231-34-4
3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide

Guidance literature:: Multi-step reaction with 5 steps

1: 36.3 percent / Mg / tetrahydrofuran / 14 h

2: 85.5 percent / NaH (50percent oil susp.) / dimethylformamide / 8 h

3: 99.9 percent / 1,4-diaminobicyclo<2.2.2>octane / Wilkinson's catalyst / ethanol; benzene; H₂O / 3 h / Heating

4: tetrazole / CH₂Cl₂ / 2 h / Ambient temperature

5: m-ClC₆H₄CO₃H / CH₂Cl₂ / 0.25 h / -60 °C

With 1H-tetrazole; bicyclo[2.2.2] octane-1,4-diamine; sodium hydride; magnesium; 3-chloro-benzenecarboperoxoic acid; Wilkinson's catalyst; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

: 106444-74-0
methyl 2,4-di-O-benzyl-3-O-allyl-α-D-mannopyranoside

: 211231-34-4
3-[(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-((S)-1,2-bis-benzyloxy-ethyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide

Guidance literature:: Multi-step reaction with 6 steps

1: (COCl)2, Me₂SO / CH₂Cl₂ / 1 h / -60 °C

2: 36.3 percent / Mg / tetrahydrofuran / 14 h

3: 85.5 percent / NaH (50percent oil susp.) / dimethylformamide / 8 h

4: 99.9 percent / 1,4-diaminobicyclo<2.2.2>octane / Wilkinson's catalyst / ethanol; benzene; H₂O / 3 h / Heating

5: tetrazole / CH₂Cl₂ / 2 h / Ambient temperature

6: m-ClC₆H₄CO₃H / CH₂Cl₂ / 0.25 h / -60 °C

With 1H-tetrazole; oxalyl dichloride; bicyclo[2.2.2] octane-1,4-diamine; sodium hydride; magnesium; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; Wilkinson's catalyst; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(98)00037-8