(4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:125219-25-2
Molecular Formula:C₆₅H₇₀O₁₁
Molecular Weight:1027.26
Hs Code.:

(4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine

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Suppliers and Price of (4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine

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Chemical Property of (4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 16 articles about (4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine 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:

: 58527-89-2
benzyl 1,2,3,6-tetra-O-benzyl-α-D-glucopyranoside

: 125219-25-2
(4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / DMSO, DCC

2: 75 percent / Wittig methylenation

3: 1) BH_3.SMe₂, THF 2) H₂O₂, NaOH

4: 80 percent / DCC / dimethylsulfoxide

5: 80 percent / Et₃N

6: 74 percent / -100 °C

7: 74 percent / H₂ / Raney-nickel

8: 74 percent / BH_3.SMe₂,NaOH,H₂O₂

With sodium hydroxide; dimethylsulfide borane complex; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; nickel; In dimethyl sulfoxide;
DOI:10.1016/S0040-4039(00)99257-8

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 125219-25-2
(4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / DBU

2: 90 percent / MCPBA

3: 100 percent / tetrahydrofuran / -100 °C

4: 74 percent / -100 °C

5: 74 percent / H₂ / Raney-nickel

6: 74 percent / BH_3.SMe₂,NaOH,H₂O₂

With sodium hydroxide; dimethylsulfide borane complex; hydrogen; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; nickel; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)99257-8

Reference yield:

: 100-39-0
benzyl bromide

: 125219-25-2
(4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 8 steps

1: NaH

2: 70 percent / DBU

3: 90 percent / MCPBA

4: 100 percent / tetrahydrofuran / -100 °C

5: 74 percent / -100 °C

6: 74 percent / H₂ / Raney-nickel

7: 74 percent / BH_3.SMe₂,NaOH,H₂O₂

With sodium hydroxide; dimethylsulfide borane complex; hydrogen; dihydrogen peroxide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; nickel; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)99257-8