para-methoxyphenyl 2,3,4-tri-O-benzyl-7,7-dibromo-6,7-dideoxy-β-D-galacto-hept-6-enopyranoside

Base Information

Chemical Name:para-methoxyphenyl 2,3,4-tri-O-benzyl-7,7-dibromo-6,7-dideoxy-β-D-galacto-hept-6-enopyranoside
CAS No.:949886-84-4
Molecular Formula:C₃₅H₃₄Br₂O₆
Molecular Weight:710.459
Hs Code.:

Synonyms:

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Chemical Property of para-methoxyphenyl 2,3,4-tri-O-benzyl-7,7-dibromo-6,7-dideoxy-β-D-galacto-hept-6-enopyranoside

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Technology Process of para-methoxyphenyl 2,3,4-tri-O-benzyl-7,7-dibromo-6,7-dideoxy-β-D-galacto-hept-6-enopyranoside

There total 2 articles about para-methoxyphenyl 2,3,4-tri-O-benzyl-7,7-dibromo-6,7-dideoxy-β-D-galacto-hept-6-enopyranoside 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:

: C₃₄H₃₄O₇

: 558-13-4
carbon tetrabromide

: 949886-84-4
para-methoxyphenyl 2,3,4-tri-O-benzyl-7,7-dibromo-6,7-dideoxy-β-D-galacto-hept-6-enopyranoside

Guidance literature:: With triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 2.25h;
DOI:10.1016/j.carres.2007.05.021

Reference yield:

: 129163-33-3
4-methoxyphenyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside

: 949886-84-4
para-methoxyphenyl 2,3,4-tri-O-benzyl-7,7-dibromo-6,7-dideoxy-β-D-galacto-hept-6-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: DMSO; Et₃N; (COCl)2 / CH₂Cl₂ / 2 h / -78 - 20 °C

2: 1.8 g / PPh₃ / CH₂Cl₂ / 2.25 h / 0 - 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In dichloromethane; 1: Swern oxidation;
DOI:10.1016/j.carres.2007.05.021

Reference yield:

: 949886-84-4
para-methoxyphenyl 2,3,4-tri-O-benzyl-7,7-dibromo-6,7-dideoxy-β-D-galacto-hept-6-enopyranoside

: 949886-92-4
2,3,4-tri-O-benzyl-5a-difluoro-5a-carba-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 6 steps

1.1: BuLi / tetrahydrofuran; hexane / 2 h / -78 - -40 °C

1.2: 78 percent / HMPA / tetrahydrofuran; hexane / 48 h / -78 - 20 °C

2.1: 71 percent / ammonium cerium(IV) nitrate / H₂O; acetone / 0.08 h / 20 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 20 °C

4.1: 155.9 mg / HMPT / tetrahydrofuran / 3 h / -10 - 20 °C

5.1: Co₂(CO)8 / CH₂Cl₂ / 1 h / 20 °C

5.2: TIBAL / toluene; CH₂Cl₂ / 1 h / -78 - 20 °C

5.3: 29 percent / ammonium cerium(IV) nitrate; Et₃N / acetone / 0.5 h / 20 °C

6.1: H₂ / Pd-CaCO₃ / ethyl acetate / 2 h / 20 °C / 1520.1 Torr

6.2: O₃ / CH₂Cl₂ / 0.03 h / -78 °C

6.3: 51 percent / NaBH₄ / ethanol; CH₂Cl₂ / 0.5 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; dicobalt octacarbonyl; oxalyl dichloride; ammonium cerium(IV) nitrate; hydrogen; dimethyl sulfoxide; triethylamine; Lindlar's catalyst; In tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate; acetone; 1.1: Corey-Fuchs reaction / 3.1: Swern oxidation;
DOI:10.1016/j.carres.2007.05.021