Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

Base Information

Chemical Name:Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate
CAS No.:111436-94-3
Molecular Formula:C₅₈H₇₄O₁₃Si
Molecular Weight:1007.3
Hs Code.:

Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'-<cyclohexylidenebis(oxy)>-2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

Synonyms:Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

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Chemical Property of Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

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Technology Process of Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

There total 13 articles about Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate 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: 90.0%

: 111437-04-8
Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-2'-<1-(2-hydroxyethyl)>-3'-methoxy-5',6'--4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

: 111436-94-3
Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.166667h;
DOI:10.1021/ja00190a036

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 111436-94-3
Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

Guidance literature:: Multi-step reaction with 6 steps

1: NaH / dimethylformamide

2: LiAlH₄ / tetrahydrofuran

3: NBS / CHCl₃ / Heating

4: n-BuLi, sec-BuLi / tetrahydrofuran / -78 °C

5: 1.) LDA, 2.) CH₃SO₂Cl, Et₃N / 1.) THF, -78 degC

6: 1.) NaH, 2.) 9-BBN, 3.) H₂O₂, NaOH, 4.) (COCl)2 / 1.) DMF, 2.) THF, 4.) DMSO

With sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; dihydrogen peroxide; sec.-butyllithium; sodium hydride; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja00258a077

Reference yield:

: 2150-44-9
1-carbomethoxy-3,5-dihydroxybenzene

: 111436-94-3
Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-(2-oxoethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

Guidance literature:: Multi-step reaction with 6 steps

1: NaH / dimethylformamide

2: LiAlH₄ / tetrahydrofuran

3: NBS / CHCl₃ / Heating

4: n-BuLi, sec-BuLi / tetrahydrofuran / -78 °C

5: 1.) LDA, 2.) CH₃SO₂Cl, Et₃N / 1.) THF, -78 degC

6: 1.) NaH, 2.) 9-BBN, 3.) H₂O₂, NaOH, 4.) (COCl)2 / 1.) DMF, 2.) THF, 4.) DMSO

With sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; dihydrogen peroxide; sec.-butyllithium; sodium hydride; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja00258a077