(2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

Base Information

Chemical Name:(2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one
CAS No.:404935-61-1
Molecular Formula:C₃₂H₄₄O₆
Molecular Weight:524.698
Hs Code.:

Synonyms:(2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

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Chemical Property of (2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

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Technology Process of (2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

There total 4 articles about (2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one 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: 94.0%

: 404935-60-0
(2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

: 404935-61-1
(2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 45 - 60 ℃; for 1h;
DOI:10.1021/jo016221k

Reference yield:

: 404935-56-4
(2R,3S,4S,5S)-3,4-Bis-benzyloxy-2-((E)-dodec-2-enyl)-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester

: 404935-61-1
(2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

Guidance literature:: Multi-step reaction with 3 steps

1: aq. NaOH / 48 h / Heating

2: 935 mg / I₂; aq. NaHCO₃ / diethyl ether / 0.25 h / 0 °C

3: 94 percent / Bu₃SnH; AIBN / toluene / 1 h / 45 - 60 °C

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; In diethyl ether; toluene;
DOI:10.1021/jo016221k

Reference yield:

: (3S,4S,5S)-3,4-Bis-benzyloxy-2-((E)-dodec-2-enyl)-5-methoxy-tetrahydro-furan-2-carboxylic acid

: 404935-61-1
(2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

Guidance literature:: Multi-step reaction with 4 steps

1: diethyl ether

2: aq. NaOH / 48 h / Heating

3: 935 mg / I₂; aq. NaHCO₃ / diethyl ether / 0.25 h / 0 °C

4: 94 percent / Bu₃SnH; AIBN / toluene / 1 h / 45 - 60 °C

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; In diethyl ether; toluene;
DOI:10.1021/jo016221k