Carbonic acid allyl ester (3aR,4R,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

Base Information

Chemical Name:Carbonic acid allyl ester (3aR,4R,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester
CAS No.:868367-36-6
Molecular Formula:C₃₄H₃₉NO₈Si
Molecular Weight:617.771
Hs Code.:

Carbonic acid allyl ester (3aR,4R,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

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Chemical Property of Carbonic acid allyl ester (3aR,4R,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

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Technology Process of Carbonic acid allyl ester (3aR,4R,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

There total 6 articles about Carbonic acid allyl ester (3aR,4R,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl 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:

: 868367-35-5
Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

: 868367-36-6
Carbonic acid allyl ester (3aR,4R,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

: Carbonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-pyran-3-yl ester allyl ester

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at -40 - 0 ℃;
DOI:10.1016/j.tetlet.2005.08.013

Reference yield:

: (3aR,4S,6R,7S,7aR)-7-Hydroxy-6-hydroxymethyl-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

: 868367-36-6
Carbonic acid allyl ester (3aR,4R,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / DMAP; Et₃N / CH₂Cl₂

2: 93 percent / pyridine / tetrahydrofuran

3: 90 percent / pyridine; DMAP

4: 89 percent / 1-benzylsulfinylpiperidine; trifluoromethanesulfonic anhydride; TTBP / CH₂Cl₂ / -60 °C

5: LiBH₄ / tetrahydrofuran / 0 °C

With pyridine; dmap; lithium borohydride; trifluoromethanesulfonic acid anhydride; triethylamine; 1-piperidinyl benzyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.08.013

Reference yield:

: 868367-32-2
6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

: 868367-36-6
Carbonic acid allyl ester (3aR,4R,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / pyridine / tetrahydrofuran

2: 90 percent / pyridine; DMAP

3: 89 percent / 1-benzylsulfinylpiperidine; trifluoromethanesulfonic anhydride; TTBP / CH₂Cl₂ / -60 °C

4: LiBH₄ / tetrahydrofuran / 0 °C

With pyridine; dmap; lithium borohydride; trifluoromethanesulfonic acid anhydride; 1-piperidinyl benzyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.08.013