(2R,3R,4R,5S,6R)-3-((R)-1-Benzyloxymethoxy-propyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,3R,4R,5S,6R)-3-((R)-1-Benzyloxymethoxy-propyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:114826-21-0
Molecular Formula:C₃₅H₅₄O₇Si
Molecular Weight:614.895
Hs Code.:

(2R,3R,4R,5S,6R)-3-((R)-1-Benzyloxymethoxy-propyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2R,3R,4R,5S,6R)-3-((R)-1-Benzyloxymethoxy-propyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3R,4R,5S,6R)-3-((R)-1-Benzyloxymethoxy-propyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 10 articles about (2R,3R,4R,5S,6R)-3-((R)-1-Benzyloxymethoxy-propyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-tetrahydro-pyran-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:

: 79026-61-2
(R)-3-benzyloxy-2-methylpropanal

: 114826-21-0
(2R,3R,4R,5S,6R)-3-((R)-1-Benzyloxymethoxy-propyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 84 percent / diethyl ether / -30 °C

2: NaH / tetrahydrofuran / Heating

3: DMAP, DCC

4: O₃, Me₂S / methanol; CH₂Cl₂ / -78 °C

5: diethyl ether / -78 °C

6: 88 percent / CF₃CO₂H / benzene / Heating

8: 1.) BH₃*THF, 2.) H₂O₂ / 1.) THF, -78 deg C to 0 deg C, 2.) aq. NaOH

9: i-Pr₂NEt / CH₂Cl₂

With dmap; borane-THF; dimethylsulfide; dihydrogen peroxide; sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)95562-X

Reference yield:

: 114826-14-1
(3R,4R)-5-Benzyloxy-2,4-dimethyl-pent-1-en-3-ol

: 114826-21-0
(2R,3R,4R,5S,6R)-3-((R)-1-Benzyloxymethoxy-propyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: NaH / tetrahydrofuran / Heating

2: DMAP, DCC

3: O₃, Me₂S / methanol; CH₂Cl₂ / -78 °C

4: diethyl ether / -78 °C

5: 88 percent / CF₃CO₂H / benzene / Heating

7: 1.) BH₃*THF, 2.) H₂O₂ / 1.) THF, -78 deg C to 0 deg C, 2.) aq. NaOH

8: i-Pr₂NEt / CH₂Cl₂

With dmap; borane-THF; dimethylsulfide; dihydrogen peroxide; sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)95562-X

Reference yield:

: [(R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-allyloxy]-acetic acid

: 114826-21-0
(2R,3R,4R,5S,6R)-3-((R)-1-Benzyloxymethoxy-propyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: DMAP, DCC

2: O₃, Me₂S / methanol; CH₂Cl₂ / -78 °C

3: diethyl ether / -78 °C

4: 88 percent / CF₃CO₂H / benzene / Heating

6: 1.) BH₃*THF, 2.) H₂O₂ / 1.) THF, -78 deg C to 0 deg C, 2.) aq. NaOH

7: i-Pr₂NEt / CH₂Cl₂

With dmap; borane-THF; dimethylsulfide; dihydrogen peroxide; ozone; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)95562-X