6,8,9-Tris-benzyloxymethoxy-3-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl]-1-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid methyl ester

Base Information

Chemical Name:6,8,9-Tris-benzyloxymethoxy-3-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl]-1-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid methyl ester
CAS No.:120264-60-0
Molecular Formula:C₅₈H₇₂O₁₃Si
Molecular Weight:1005.29
Hs Code.:

6,8,9-Tris-benzyloxymethoxy-3-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl]-1-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid methyl ester

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Chemical Property of 6,8,9-Tris-benzyloxymethoxy-3-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl]-1-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid methyl ester

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Technology Process of 6,8,9-Tris-benzyloxymethoxy-3-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl]-1-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid methyl ester

There total 7 articles about 6,8,9-Tris-benzyloxymethoxy-3-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl]-1-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid methyl ester 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:

: 111468-56-5
Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--2'-<(carbomethoxymethyl)-4'-<(tert-butyldimethylsilyl)oxy>heptyl>>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

: 120264-60-0,120329-91-1
6,8,9-Tris-benzyloxymethoxy-3-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl]-1-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid methyl ester

Guidance literature:: With potassium tert-butylate; In benzene; for 1.5h; Ambient temperature;
DOI:10.1021/ja00190a036

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 120264-60-0,120329-91-1
6,8,9-Tris-benzyloxymethoxy-3-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl]-1-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / THF, DMF, 1.) room temp, 20 min, 2.) 1 h

2: 1.) 0.5 M 9-BBN, 2.) 3 M aq. NaOH, 30percent H₂O₂ / 1.) THF, 23 deg C, 2 h, 2.) 23 deg C, 2 h

3: 90 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 0.17 h / -78 °C

4: 1 M aq. KMnO₄, 1.25 M aq. KH₂PO₄ / 2-methyl-propan-2-ol; dimethylformamide / 0.5 h

5: CH₂Cl₂ / 0.08 h

6: t-BuOK / benzene / 1.5 h / Ambient temperature

With sodium hydroxide; potassium permanganate; potassium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; potassium tert-butylate; dihydrogen peroxide; sodium hydride; dimethyl sulfoxide; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/ja00190a036

Reference yield:

: 111436-93-2
Methyl 3-<1'-<<2'(R),3'(S),4'(R),5'(S),6'(R)>-3'-methoxy-5',6'--4'-<(tert-butyldimethylsilyl)oxy>-2'-vinylheptyl>>-1,6,8-tris<(benzyloxy)methoxy>-2-naphthoate

: 120264-60-0,120329-91-1
6,8,9-Tris-benzyloxymethoxy-3-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl]-1-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 0.5 M 9-BBN, 2.) 3 M aq. NaOH, 30percent H₂O₂ / 1.) THF, 23 deg C, 2 h, 2.) 23 deg C, 2 h

2: 90 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 0.17 h / -78 °C

3: 1 M aq. KMnO₄, 1.25 M aq. KH₂PO₄ / 2-methyl-propan-2-ol; dimethylformamide / 0.5 h

4: CH₂Cl₂ / 0.08 h

5: t-BuOK / benzene / 1.5 h / Ambient temperature

With sodium hydroxide; potassium permanganate; potassium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; potassium tert-butylate; dihydrogen peroxide; dimethyl sulfoxide; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/ja00190a036